DT-Web

DB04820 - Nialamide


Identification
Name Nialamide
Accession Number DB04820
Type small molecule
Description Withdrawn from the Canadian, US, and UK markets in 1963 due to interactions with food products containing tyrosine.
Structure
MOL SDF PDB SMILES InChI
Categories (*)
Molecular Weight 298.3397
Groups withdrawn
Monoisotopic Weight 298.14297584
Pharmacology
Indication Not Available
Mechanism of action Nialamide was one of the first MAOI (monoamine oxidase inhibitor) antidepressants. It is chemically related to iproniazide, another MAOI derived from isonicotinic acid. //
Absorption Not Available
Protein binding Not Available
Biotransformation Not Available
Route of elimination Not Available
Toxicity Not Available
Affected organisms
  • Humans and other mammals
Interactions
Drug Interactions Not Available
Food Interactions Not Available

Targets


Amine oxidase [flavin-containing] B
Name Amine oxidase [flavin-containing] B
Gene Name MAOB
Pharmacological action unknown
Actions Not Available
References
  • Hovevey-Sion D, Kopin IJ, Stull RW, Goldstein DS: Effects of monoamine oxidase inhibitors on levels of catechols and homovanillic acid in striatum and plasma. Neuropharmacology. 1989 Aug;28(8):791-7. - Pubmed
DTHybrid score 0.9734
Amine oxidase [flavin-containing] A
Name Amine oxidase [flavin-containing] A
Gene Name MAOA
Pharmacological action unknown
Actions Not Available
References
  • Hovevey-Sion D, Kopin IJ, Stull RW, Goldstein DS: Effects of monoamine oxidase inhibitors on levels of catechols and homovanillic acid in striatum and plasma. Neuropharmacology. 1989 Aug;28(8):791-7. - Pubmed
DTHybrid score 0.5659
Catechol O-methyltransferase
Name Catechol O-methyltransferase
Gene Name COMT
Pharmacological action unknown
Actions Not Available
References
  • Parvez S, Parvez SH, Youdim MB: Variation in activity of monoamine metabolizing enzymes in rat liver during pregnancy. Br J Pharmacol. 1975 Feb;53(2):241-6. - Pubmed
DTHybrid score 0.8026

Predictions


Id Partner name Gene Name Score
713 Sodium-dependent dopamine transporter SLC6A3 0.0615
824 Sodium-dependent serotonin transporter SLC6A4 0.0598
4200 Cytochrome P450 1A2 CYP1A2 0.0556
4757 Cytochrome P450 2C9 CYP2C9 0.0522
5455 Arylsulfatase A ARSA 0.0518
318 Alpha-2A adrenergic receptor ADRA2A 0.0424
4119 Cytochrome P450 2D6 CYP2D6 0.0423
540 Sodium-dependent noradrenaline transporter SLC6A2 0.0389
146 Androgen receptor AR 0.0377
131 Synaptic vesicular amine transporter SLC18A2 0.0348
193 Beta-1 adrenergic receptor ADRB1 0.0338
6018 UDP-glucuronosyltransferase 1-9 UGT1A9 0.0326
511 5-hydroxytryptamine 1F receptor HTR1F 0.0325
6016 Cytochrome P450 2C19 CYP2C19 0.0319
766 Beta-2 adrenergic receptor ADRB2 0.0279
1588 Multidrug resistance protein 1 ABCB1 0.0267
725 5-hydroxytryptamine 1D receptor HTR1D 0.0262
6013 Cytochrome P450 2E1 CYP2E1 0.026
885 5-hydroxytryptamine 1B receptor HTR1B 0.0258
2864 Penton protein PIII 0.0236
4512 Cytochrome P450 3A4 CYP3A4 0.0211
5841 Insulin-like growth factor IB IGF1 0.0206
3811 Cytochrome P450 19A1 CYP19A1 0.0205
6022 UDP-glucuronosyltransferase 1-1 UGT1A1 0.0204
556 Alpha-1A adrenergic receptor ADRA1A 0.0195
1539 Oligopeptide transporter, small intestine isoform SLC15A1 0.0181
5718 Cytochrome P450 2A6 CYP2A6 0.016
330 Spermidine synthase SRM 0.0149
3038 Spermidine synthase speE 0.0149
273 Apoptosis regulator Bcl-2 BCL2 0.0149
6147 Solute carrier family 22 member 3 SLC22A3 0.0147
4924 Cytochrome P450 2C8 CYP2C8 0.0147
320 5-hydroxytryptamine 1A receptor HTR1A 0.0143
23 D(1A) dopamine receptor DRD1 0.0138
113 S-adenosylmethionine decarboxylase proenzyme AMD1 0.0128
453 S-adenosylmethionine synthetase isoform type-1 MAT1A 0.0126
334 S-adenosylmethionine synthetase isoform type-2 MAT2A 0.0126
6164 POU domain, class 5, transcription factor 1 POU5F1 0.0122
411 Glycine N-methyltransferase GNMT 0.0122
118 Organic cation/carnitine transporter 2 SLC22A5 0.0119
358 Cystathionine beta-synthase CBS 0.0117
831 D(2) dopamine receptor DRD2 0.0115
6145 Solute carrier family 22 member 1 SLC22A1 0.0114
1757 Myeloperoxidase MPO 0.0114
6144 Solute carrier family 22 member 2 SLC22A2 0.0107
5698 Riboflavin synthase alpha chain ribE 0.0105
6030 Cytochrome P450 2B6 CYP2B6 0.0105
502 5-hydroxytryptamine 2A receptor HTR2A 0.0104
378 Alpha-2C adrenergic receptor ADRA2C 0.0102
408 Riboflavin kinase RFK 0.0101
629 Alpha-2B adrenergic receptor ADRA2B 0.01
1181 Alpha-1-acid glycoprotein 1 ORM1 0.01
1732 ATP-binding cassette sub-family G member 2 ABCG2 0.0099
153 Dopamine beta-hydroxylase DBH 0.0094
1636 Trace amine-associated receptor 1 TAAR1 0.0081
3913 Glutamic acid decarboxylase GAD65 0.008
1483 Membrane copper amine oxidase AOC3 0.0076
1656 CYP2B protein CYP2B 0.0075
654 Flavin reductase BLVRB 0.0075
3809 Estrogen-related receptor gamma ESRRG 0.0072
163 D(1B) dopamine receptor DRD5 0.0072
1517 Beta-3 adrenergic receptor ADRB3 0.0072
432 D(4) dopamine receptor DRD4 0.0069
136 Estrogen receptor ESR1 0.0069
789 Alpha-1D adrenergic receptor ADRA1D 0.0068
6031 Cytochrome P450 3A43 CYP3A43 0.0067
638 D(3) dopamine receptor DRD3 0.0067
3917 Methylenetetrahydrofolate reductase MTHFR 0.0066
735 Alanine aminotransferase 1 GPT 0.0065
3904 Alanine aminotransferase 2 GPT2 0.0065
6139 Solute carrier organic anion transporter family member 1A2 SLCO1A2 0.0063
632 Alpha-1B adrenergic receptor ADRA1B 0.0061
1729 Solute carrier family 22 member 6 SLC22A6 0.0059
694 Matrix protein 2 M 0.0059
280 4-aminobutyrate aminotransferase, mitochondrial ABAT 0.0056
869 Estrogen receptor beta ESR2 0.0054
1490 Solute carrier organic anion transporter family member 1B1 SLCO1B1 0.0053
6014 Cytochrome P450 2A13 CYP2A13 0.0052
373 Transthyretin TTR 0.0051
3876 Aromatic-L-amino-acid decarboxylase DDC 0.005
6141 Sodium/bile acid cotransporter SLC10A1 0.0043
6107 Cytochrome P450 3A7 CYP3A7 0.0042
706 Glutamate [NMDA] receptor subunit 3A GRIN3A 0.0041
6101 Dimethylaniline monooxygenase [N-oxide-forming] 3 FMO3 0.0041
4118 Cytochrome P450 3A5 CYP3A5 0.004
6149 Solute carrier family 22 member 10 SLC22A10 0.004
6133 Sodium channel subunit beta-2 SCN2B 0.0038
6134 Sodium channel subunit beta-3 SCN3B 0.0038
6132 Sodium channel subunit beta-1 SCN1B 0.0038
6135 Sodium channel subunit beta-4 SCN4B 0.0038
6127 Carbonic anhydrase-related protein CA8 0.0038
6129 Carbonic anhydrase-related protein 11 CA11 0.0038
6128 Carbonic anhydrase-related protein 10 CA10 0.0038
948 Neuronal acetylcholine receptor subunit beta-2 CHRNB2 0.0038
6082 Neuronal acetylcholine receptor subunit beta-3 CHRNB3 0.0038
6080 Neuronal acetylcholine receptor subunit alpha-5 CHRNA5 0.0038
6167 Organic solute transporter subunit beta OSTB 0.0037
6166 Organic solute transporter subunit alpha OSTA 0.0037
3803 Sodium channel protein type 3 subunit alpha SCN3A 0.0036
4097 Neuronal acetylcholine receptor subunit alpha-9 CHRNA9 0.0036
6130 Carbonic anhydrase 13 CA13 0.0036
436 5-hydroxytryptamine 2B receptor HTR2B 0.0036
6124 Carbonic anhydrase 5B, mitochondrial CA5B 0.0035
6081 Neuronal acetylcholine receptor subunit alpha-6 CHRNA6 0.0035
6155 ATP-binding cassette transporter sub-family C member 11 ABCC11 0.0034
833 Organic cation/carnitine transporter 1 SLC22A4 0.0034
215 Sodium channel protein type 11 subunit alpha SCN11A 0.0032
6131 Carbonic anhydrase 14 CA14 0.0032
6078 Neuronal acetylcholine receptor subunit beta-4 CHRNB4 0.0032
590 5-hydroxytryptamine 2C receptor HTR2C 0.0031
6160 Solute carrier organic anion transporter family member 3A1 SLCO3A1 0.0031
6122 Carbonic anhydrase 3 CA3 0.0031
6142 Solute carrier family 22 member 8 SLC22A8 0.0031
6153 Solute carrier organic anion transporter family member 4A1 SLCO4A1 0.0031
3802 Sodium channel protein type 2 subunit alpha SCN2A 0.0031
474 Acetylcholinesterase ACHE 0.003
6123 Carbonic anhydrase 5A, mitochondrial CA5A 0.003
1995 Sodium channel protein type 9 subunit alpha SCN9A 0.0029
6079 Neuronal acetylcholine receptor subunit alpha-3 CHRNA3 0.0029
3804 Sodium channel protein type 4 subunit alpha SCN4A 0.0029
458 Neuronal acetylcholine receptor subunit alpha-10 CHRNA10 0.0028
6158 Solute carrier organic anion transporter family member 1C1 SLCO1C1 0.0028
4205 Carbonic anhydrase 9 CA9 0.0028
3007 Carbonic anhydrase 12 CA12 0.0028
6024 Cytochrome P450 1A1 CYP1A1 0.0027
103 Muscarinic acetylcholine receptor M1 CHRM1 0.0027
15 Voltage-dependent T-type calcium channel subunit alpha-1I CACNA1I 0.0026
6126 Carbonic anhydrase 7 CA7 0.0026
6157 Solute carrier organic anion transporter family member 1B3 SLCO1B3 0.0025
158 Sodium channel protein type 1 subunit alpha SCN1A 0.0025
1632 Solute carrier organic anion transporter family member 2B1 SLCO2B1 0.0025
535 Voltage-dependent T-type calcium channel subunit alpha-1G CACNA1G 0.0025
1709 Canalicular multispecific organic anion transporter 2 ABCC3 0.0025
1024 Solute carrier family 22 member 11 SLC22A11 0.0024
964 Voltage-dependent T-type calcium channel subunit alpha-1H CACNA1H 0.0023
2164 Multidrug resistance-associated protein 4 ABCC4 0.0023
813 Neuronal acetylcholine receptor subunit alpha-2 CHRNA2 0.0022
862 Multidrug resistance-associated protein 1 ABCC1 0.0022
4095 Neuronal acetylcholine receptor subunit alpha-7 CHRNA7 0.0022
947 Neuronal acetylcholine receptor subunit alpha-4 CHRNA4 0.0022
6020 Aldehyde oxidase AOX1 0.0022
592 Carbonic anhydrase 4 CA4 0.0021
1735 Canalicular multispecific organic anion transporter 1 ABCC2 0.002
295 Carbonic anhydrase 1 CA1 0.002
220 Sodium channel protein type 5 subunit alpha SCN5A 0.0019
4486 Phenol 2-hydroxylase component B pheA2 0.0018
4477 Dihydrolipoyl dehydrogenase lpdV 0.0018
5077 Dihydrolipoyl dehydrogenase Not Available 0.0018
5117 Dihydrolipoyl dehydrogenase lpd 0.0018
4439 Ferredoxin reductase bphA4 0.0018
5078 Amine oxidase, flavin-containing PSPTO1126 0.0018
526 Thioredoxin reductase trxB 0.0018
3767 Thioredoxin reductase trxB 0.0018
5122 Mersacidin decarboxylase mrsD 0.0017
5095 Putidaredoxin reductase camA 0.0017
5107 Alkyl hydroperoxide reductase subunit F ahpF 0.0017
5118 Alkyl hydroperoxide reductase subunit F ahpF 0.0017
5114 Putative acyl-CoA dehydrogenase TT_C0779 0.0017
5109 Outer membrane protein p64k or PM-6 m-6 0.0017
5115 FkbI fkbI 0.0017
3133 UDP-galactopyranose mutase glf 0.0017
5099 UDP-galactopyranose mutase glf 0.0017
5097 PROBABLE DIHYDROLIPOAMIDE DEHYDROGENASE LPDA lpdA 0.0017
3763 5,10-methylenetetrahydrofolate reductase metF 0.0017
3918 5,10-methylenetetrahydrofolate reductase MTHFR 0.0017
5094 5,10-methylenetetrahydrofolate reductase metF 0.0017
5102 4-cresol dehydrogenase [hydroxylating] flavoprotein subunit pchF 0.0017
5111 Phenylacetone monooxygenase pamO 0.0017
1329 Apoptosis-inducing factor 1, mitochondrial AIFM1 0.0017
5083 Cryptochrome DASH cry 0.0017
5100 Gamma-aminobutyrate metabolism dehydratase/isomerase abfD 0.0017
5081 L-aspartate oxidase nadB 0.0017
1410 Oxidoreductase HSD17B6 0.0017
4725 Oxidoreductase Not Available 0.0017
5124 Oxidoreductase Not Available 0.0017
5112 Benzoate 1,2-dioxygenase electron transfer component benC 0.0017
357 Carbonic anhydrase 2 CA2 0.0017
4440 NADH peroxidase npr 0.0015
5091 UDP-N-acetylenolpyruvoylglucosamine reductase murB 0.0015
5093 UDP-N-acetylenolpyruvoylglucosamine reductase murB 0.0015
3102 Flavohemoprotein hmp 0.0015
4969 Flavohemoprotein hmp 0.0015
3594 Deoxyribodipyrimidine photo-lyase phr 0.0015
5079 Deoxyribodipyrimidine photo-lyase phrB 0.0015
5080 Deoxyribodipyrimidine photo-lyase phr 0.0015
5072 N,N-dimethylglycine oxidase dmg 0.0015
2470 Pyruvate oxidase pox5 0.0015
5073 Ferredoxin--NADP reductase petH 0.0015
5076 Ferredoxin--NADP reductase fpr 0.0015
5119 Ferredoxin--NADP reductase petH 0.0015
5121 Ferredoxin--NADP reductase fpr 0.0015
5075 Sulfite reductase [NADPH] flavoprotein alpha-component cysJ 0.0015
440 Isovaleryl-CoA dehydrogenase, mitochondrial IVD 0.0015
667 Acyl-CoA dehydrogenase family member 8, mitochondrial ACAD8 0.0015
3506 Glutaryl-CoA dehydrogenase, mitochondrial GCDH 0.0015
5003 Acyl-CoA dehydrogenase, short-chain specific Not Available 0.0015
2268 Cholesterol oxidase choB 0.0015
2822 Cholesterol oxidase choA 0.0015
2526 NADPH-ferredoxin reductase fprA fprA 0.0015
6639 Peroxisomal acyl-coenzyme A oxidase 1 ACOX1 0.0015
3247 2-oxopropyl-CoM reductase, carboxylating xecC 0.0015
6689 TraN protein traN 0.0015
6672 Destrin DSTN 0.0015
6680 Cofilin-1 CFL1 0.0015
6670 Ig kappa chain V-I region Bi Not Available 0.0015
6671 Ig heavy chain V-III region VH26 Not Available 0.0015
4905 Cytochrome c2 Not Available 0.0015
4939 Cytochrome c2 cycA 0.0015
4964 Cytochrome c2 cycA 0.0015
4979 Cytochrome c2 cycA 0.0015
6673 Cytochrome c2 cycA 0.0015
6688 TraF protein traF 0.0015
6404 Rhomboid protease glpG glpG 0.0015
6797 Rhomboid protease glpG glpG 0.0015
3710 Acyl-CoA thioesterase 2 tesB 0.0015
6685 Outer membrane protein II porB 0.0015
6690 BenF-like porin PFL_1329 0.0015
6681 Probable N-acetylneuraminic acid outer membrane channel protein nanC nanC 0.0015
6687 TraO protein traO 0.0015
5793 Cytochrome c oxidase subunit 2 MT-CO2 0.0015
6559 Cytochrome c oxidase subunit 2 ctaC 0.0015
6669 Cytochrome c oxidase subunit 2 ctaC 0.0015
6668 Cytochrome c oxidase subunit 1-beta ctaDII 0.0015
6679 Colicin-Ia cia 0.0015
6676 Fe(3+)-pyochelin receptor fptA 0.0015
115 Penicillin-binding protein 2 mrdA 0.0015
6069 Penicillin-binding protein 2 mrdA 0.0015
6118 Penicillin-binding protein 2 penA 0.0015
6187 Penicillin-binding protein 2 pbpA 0.0015
6686 Penicillin-binding protein 2 pbp2 0.0015
6939 Penicillin-binding protein 2 mrdA 0.0015
7163 Penicillin-binding protein 2 pbpA 0.0015
6674 Nuclear factor erythroid 2-related factor 1 NFE2L1 0.0015
327 Glutathione reductase gor 0.0015
5110 Glutathione reductase GR2 0.0015
756 Sex hormone-binding globulin SHBG 0.0015
178 NADH-cytochrome b5 reductase 3 CYB5R3 0.0015
812 Dihydrolipoyl dehydrogenase, mitochondrial DLD 0.0015
126 D-lactate dehydrogenase dld 0.0014
3545 D-lactate dehydrogenase Not Available 0.0014
4510 D-lactate dehydrogenase ldhA 0.0014
3185 Medium-chain specific acyl-CoA dehydrogenase, mitochondrial ACADM 0.0014
3254 Bifunctional protein putA [Includes: Proline dehydrogenase putA 0.0014
2893 Glycine oxidase thiO 0.0014
605 Fumarate reductase flavoprotein subunit frdA 0.0014
2709 Fumarate reductase flavoprotein subunit SO_0970 0.0014
3673 Fumarate reductase flavoprotein subunit fccA 0.0014
4912 Fumarate reductase flavoprotein subunit ifcA 0.0014
6549 Fumarate reductase flavoprotein subunit frdA 0.0014
6017 Cholesterol side-chain cleavage enzyme, mitochondrial CYP11A1 0.0014
3573 2,4-dienoyl-CoA reductase [NADPH] fadH 0.0013
2567 Thymidylate synthase thyX thyX 0.0013
2823 Trypanothione reductase TPR 0.0013
2769 P-hydroxybenzoate hydroxylase pobA 0.0013
2809 P-hydroxybenzoate hydroxylase pobA 0.0013
839 Short-chain specific acyl-CoA dehydrogenase, mitochondrial ACADS 0.0013
4760 Mll3241 protein mll3241 0.0013
3395 Iron(III) dicitrate transport protein fecA fecA 0.0013
6385 H subunit of photosynthetic reaction center complex puhA 0.0013
6474 Outer membrane protein W ompW 0.0013
6678 Colicin I receptor cirA 0.0013
3578 Protein crcA crcA 0.0013
6675 Colicin-E3 ceaC 0.0013
2925 Long-chain fatty acid transport protein fadL 0.0013
6480 Outer membrane usher protein papC papC 0.0013
6438 Outer membrane protein G ompG 0.0013
2447 Ammonia channel amtB 0.0013
2380 Monomeric sarcosine oxidase soxA 0.0012
1898 Cytochrome P450 1B1 CYP1B1 0.0012
3610 Thioredoxin reductase 1, cytoplasmic TXNRD1 0.0012
6645 D-amino-acid oxidase DAO 0.0012
6428 Light-harvesting protein B-800/850 beta chain Not Available 0.0012
6427 Light-harvesting protein B-800/850 alpha chain Not Available 0.0012
6533 Light-harvesting protein B-800/850 alpha chain A1 0.0012
6524 Protein tonB tonB 0.0012
2679 Vitamin B12 transporter btuB btuB 0.0012
6143 Solute carrier family 22 member 7 SLC22A7 0.0011
6677 Myelin P2 protein PMP2 0.0011
1302 Dihydropyrimidine dehydrogenase [NADP+] DPYD 0.0011
243 Ribosyldihydronicotinamide dehydrogenase [quinone] NQO2 0.001
714 Glutathione reductase, mitochondrial GSR 0.001
6352 Reaction center protein H chain puhA 0.001
6456 Reaction center protein H chain puhA 0.001
6682 Reaction center protein H chain puhA 0.001
6353 Reaction center protein L chain pufL 0.001
6454 Reaction center protein L chain pufL 0.001
6683 Reaction center protein L chain pufL 0.001
6354 Reaction center protein M chain pufM 0.001
6455 Reaction center protein M chain pufM 0.001
6684 Reaction center protein M chain pufM 0.001
6351 Photosynthetic reaction center cytochrome c subunit pufC 0.001
4120 NADPH--cytochrome P450 reductase POR 0.001
2828 Squalene--hopene cyclase shc 0.0009
2157 NAD(P)H dehydrogenase [quinone] 1 NQO1 0.0009
587 Serum albumin ALB 0.0009
76 Nitric-oxide synthase, brain NOS1 0.0009
2207 Rhodopsin RHO 0.0009
3947 Xanthine dehydrogenase/oxidase XDH 0.0008
424 Dihydroorotate dehydrogenase, mitochondrial DHODH 0.0008
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