Mrv1909 01202018452D          

 40 42  0  0  0  0            999 V2000
   -0.8502    0.7964    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5787    1.6214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5787   -1.6785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1357   -2.0910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9936   -4.5660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5646   -4.5660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4366   -0.8535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220    0.3839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8502   -0.8535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2931   -0.4410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9936   -2.9160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8502    1.6214    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1357    2.0339    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5646    2.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1357    2.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5646    2.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8502    3.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1357    0.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3022    1.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1357   -0.4410    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6149    3.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3022    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8634    4.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0496    2.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0496    2.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6216    4.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1225    4.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5787   -0.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5646   -2.0910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8502   -1.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5646   -2.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2791   -3.3285    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0076   -0.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2791   -4.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220   -0.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2786    1.2914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2931   -0.5977    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2931    0.0704    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9936   -2.4045    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4366   -3.1717    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0  0  0  0
  1 18  1  0  0  0  0
 13  2  1  6  0  0  0
  3 28  2  0  0  0  0
  4 30  2  0  0  0  0
  5 34  1  0  0  0  0
  6 34  2  0  0  0  0
  7 35  1  0  0  0  0
  8 35  2  0  0  0  0
 20  9  1  1  0  0  0
  9 30  1  0  0  0  0
  9 37  1  0  0  0  0
 10 28  1  0  0  0  0
 10 33  1  0  0  0  0
 10 38  1  0  0  0  0
 32 11  1  1  0  0  0
 11 39  1  0  0  0  0
 11 40  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 36  1  6  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 19  2  0  0  0  0
 15 17  1  0  0  0  0
 15 21  2  0  0  0  0
 16 17  1  0  0  0  0
 16 22  2  0  0  0  0
 17 23  2  0  0  0  0
 18 20  1  0  0  0  0
 19 24  1  0  0  0  0
 20 28  1  0  0  0  0
 21 26  1  0  0  0  0
 22 25  1  0  0  0  0
 23 27  1  0  0  0  0
 24 25  2  0  0  0  0
 26 27  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 34  1  0  0  0  0
 33 35  1  0  0  0  0
M  END
> <DATABASE_ID>
DB04187

> <DATABASE_NAME>
drugbank

> <SMILES>
[H]N([H])[C@@H](CCC(=O)N([H])[C@@H](CS[C@]1([H])[C@@H](O)C2=CC=CC=C2C2=CC=CC=C12)C(=O)N([H])CC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H27N3O7S/c25-17(24(33)34)9-10-19(28)27-18(23(32)26-11-20(29)30)12-35-22-16-8-4-2-6-14(16)13-5-1-3-7-15(13)21(22)31/h1-8,17-18,21-22,31H,9-12,25H2,(H,26,32)(H,27,28)(H,29,30)(H,33,34)/t17-,18-,21-,22-/m0/s1

> <INCHI_KEY>
JNNIZILNBMPOAC-GPHNJDIKSA-N

> <FORMULA>
C24H27N3O7S

> <MOLECULAR_WEIGHT>
501.552

> <EXACT_MASS>
501.156970923

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-1.0044718188310553

> <JCHEM_AVERAGE_POLARIZABILITY>
50.086903598672485

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)carbamoyl]-2-{[(9S,10S)-10-hydroxy-9,10-dihydrophenanthren-9-yl]sulfanyl}ethyl]carbamoyl}butanoic acid

> <ALOGPS_LOGP>
-1.31

> <JCHEM_LOGP>
-2.249934472363233

> <ALOGPS_LOGS>
-4.21

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.588410475837236

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8012398056232084

> <JCHEM_PKA_STRONGEST_BASIC>
9.311645015204263

> <JCHEM_POLAR_SURFACE_AREA>
179.05

> <JCHEM_REFRACTIVITY>
127.87740000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[(2-amino-4-oxo-7,8-dihydro-1H-pteridin-6-yl)methoxy(hydroxy)phosphoryl]oxy(hydroxy)phosphoryl}oxy({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB04187

> <SECONDARY_ACCESSION_NUMBERS>
EXPT01642

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
(9S,10S)-9-(S-glutathionyl)-10-hydroxy-9,10-dihydrophenanthrene

$$$$