Mrv0541 02231217182D
22 22 0 0 1 0 999 V2000
-0.1507 -2.0477 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.1849 -1.2940 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
-0.2276 -0.5795 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0
-1.0481 -0.4933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.5330 -1.1607 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-2.3535 -1.0745 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0
-3.1740 -0.9882 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-2.4397 -1.8950 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-2.2673 -0.2540 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.3244 0.0336 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.0781 -0.3020 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
1.7926 0.1105 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2.5070 -0.3020 0.0000 P 0 0 2 0 0 0 0 0 0 0 0 0
2.0945 -1.0164 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2.9195 0.4125 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.2215 -0.7145 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.9360 -0.3020 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0
4.6505 0.1105 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.3485 -1.0164 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.5235 0.4125 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.9919 -1.1225 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0
1.6050 -1.6745 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2 1 1 1 0 0 0
2 3 1 0 0 0 0
3 4 1 6 0 0 0
4 5 1 0 0 0 0
5 6 1 0 0 0 0
6 7 1 0 0 0 0
6 8 1 0 0 0 0
6 9 2 0 0 0 0
3 10 1 0 0 0 0
10 11 1 0 0 0 0
11 12 1 1 0 0 0
13 12 1 6 0 0 0
13 14 1 1 0 0 0
13 15 2 0 0 0 0
13 16 1 0 0 0 0
16 17 1 0 0 0 0
17 18 1 0 0 0 0
17 19 1 0 0 0 0
17 20 2 0 0 0 0
11 21 1 0 0 0 0
2 21 1 0 0 0 0
21 22 1 6 0 0 0
M END
> <DATABASE_ID>
DB03942
> <DATABASE_NAME>
drugbank
> <SMILES>
O[C@@H]1[C@@H](O)[C@@H](C[C@H]1COP(O)(O)=O)O[P@](O)(=O)OP(O)(O)=O
> <INCHI_IDENTIFIER>
InChI=1S/C6H15O13P3/c7-5-3(2-17-20(9,10)11)1-4(6(5)8)18-22(15,16)19-21(12,13)14/h3-8H,1-2H2,(H,15,16)(H2,9,10,11)(H2,12,13,14)/t3-,4+,5-,6-/m0/s1
> <INCHI_KEY>
InChIKey=OICBXEWBKALHHB-FSIIMWSLSA-N
> <JCHEM_ACCEPTOR_COUNT>
10
> <JCHEM_AVERAGE_POLARIZABILITY>
28.551059688720258
> <JCHEM_BIOAVAILABILITY>
0
> <JCHEM_DONOR_COUNT>
7
> <JCHEM_EXACT_MASS>
387.972550102
> <JCHEM_FORMAL_CHARGE>
0
> <JCHEM_FORMULA>
C6H15O13P3
> <JCHEM_GHOSE_FILTER>
0
> <JCHEM_IUPAC>
{[(1S,2S,3R,4R)-2,3-dihydroxy-4-{[hydroxy(phosphonooxy)phosphoryl]oxy}cyclopentyl]methoxy}phosphonic acid
> <ALOGPS_LOGP>
-0.83
> <JCHEM_LOGP>
-3.0127620210000003
> <ALOGPS_LOGS>
-1.47
> <JCHEM_MASS>
388.0968
> <JCHEM_MDDR_LIKE_RULE>
0
> <JCHEM_NUMBER_OF_RINGS>
1
> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4
> <JCHEM_PKA>
2.0254998986428494
> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4488196178122994
> <JCHEM_PKA_STRONGEST_BASIC>
-3.323160962225658
> <JCHEM_POLAR_SURFACE_AREA>
220.50999999999996
> <JCHEM_REFRACTIVITY>
66.3177
> <JCHEM_ROTATABLE_BOND_COUNT>
7
> <JCHEM_RULE_OF_FIVE>
0
> <ALOGPS_SOLUBILITY>
1.31e+01 g/l
> <JCHEM_TRADITIONAL_IUPAC>
[(1S,2S,3R,4R)-2,3-dihydroxy-4-{[hydroxy(phosphonooxy)phosphoryl]oxy}cyclopentyl]methoxyphosphonic acid
> <JCHEM_VEBER_RULE>
0
> <DRUGBANK_ID>
DB03942
> <DRUG_GROUPS>
experimental
> <GENERIC_NAME>
Carboxylic PRPP
$$$$