495
Mrv0541 02231214432D
19 20 0 0 1 0 999 V2000
4.8558 -1.0026 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
5.9063 -2.3685 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2.7595 0.3073 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.1884 2.7823 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.1884 0.3073 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
3.2909 -2.4547 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
3.4739 1.5448 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
2.4705 -2.3685 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0
1.6500 -2.2822 0.0000 N 0 5 0 0 0 0 0 0 0 0 0 0
3.7759 -1.7873 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
4.1884 -0.5177 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
3.5210 -1.0026 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.6009 -1.7873 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
5.0858 -2.4547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.9029 0.7198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.4739 0.7198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.9029 1.5448 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.1884 1.9573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.6174 1.9573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1 11 1 0 0 0 0
1 13 1 0 0 0 0
2 14 1 0 0 0 0
3 16 2 0 0 0 0
4 18 2 0 0 0 0
11 5 1 6 0 0 0
5 15 1 0 0 0 0
5 16 1 0 0 0 0
6 8 2 0 0 0 0
10 6 1 1 0 0 0
7 16 1 0 0 0 0
7 18 1 0 0 0 0
8 9 2 0 0 0 0
10 12 1 0 0 0 0
10 13 1 0 0 0 0
11 12 1 0 0 0 0
13 14 1 6 0 0 0
15 17 2 0 0 0 0
17 18 1 0 0 0 0
17 19 1 0 0 0 0
M CHG 2 8 1 9 -1
M END
> <DATABASE_ID>
DB00495
> <DATABASE_NAME>
drugbank
> <SMILES>
CC1=CN([C@H]2C[C@H](N=[N+]=[N-])[C@@H](CO)O2)C(=O)NC1=O
> <INCHI_IDENTIFIER>
InChI=1S/C10H13N5O4/c1-5-3-15(10(18)12-9(5)17)8-2-6(13-14-11)7(4-16)19-8/h3,6-8,16H,2,4H2,1H3,(H,12,17,18)/t6-,7+,8+/m0/s1
> <INCHI_KEY>
InChIKey=HBOMLICNUCNMMY-XLPZGREQSA-N
> <JCHEM_ACCEPTOR_COUNT>
6
> <JCHEM_AVERAGE_POLARIZABILITY>
24.928979599075536
> <JCHEM_BIOAVAILABILITY>
1
> <JCHEM_DONOR_COUNT>
2
> <JCHEM_EXACT_MASS>
267.096753929
> <JCHEM_FORMAL_CHARGE>
0
> <JCHEM_FORMULA>
C10H13N5O4
> <JCHEM_GHOSE_FILTER>
1
> <JCHEM_IUPAC>
1-[(2R,4S,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
> <ALOGPS_LOGP>
-0.10
> <JCHEM_LOGP>
-0.2987091583333329
> <ALOGPS_LOGS>
-1.21
> <JCHEM_MASS>
267.2413
> <JCHEM_MDDR_LIKE_RULE>
0
> <JCHEM_NUMBER_OF_RINGS>
2
> <JCHEM_PHYSIOLOGICAL_CHARGE>
0
> <JCHEM_PKA>
9.960417759065093
> <JCHEM_PKA_STRONGEST_ACIDIC>
9.96041555648723
> <JCHEM_PKA_STRONGEST_BASIC>
-2.9769294063535847
> <JCHEM_POLAR_SURFACE_AREA>
108.30000000000001
> <JCHEM_REFRACTIVITY>
61.70450000000001
> <JCHEM_ROTATABLE_BOND_COUNT>
3
> <JCHEM_RULE_OF_FIVE>
1
> <ALOGPS_SOLUBILITY>
1.63e+01 g/l
> <JCHEM_TRADITIONAL_IUPAC>
zidovudine
> <JCHEM_VEBER_RULE>
0
> <DRUGBANK_ID>
DB00495
> <DRUG_GROUPS>
approved
> <GENERIC_NAME>
Zidovudine
> <SYNONYMS>
Azidothymidine; AZT; ZDV
> <BRANDS>
Retrovir
$$$$