Mrv1909 01102015372D          

 55 57  0  0  0  0            999 V2000
   -5.9657    2.7370    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3912    1.7142    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9698    1.8610    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4825    0.2584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5188    2.1249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5765    0.6745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0596    1.2304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5779    3.2902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4126    3.3492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7229    2.1979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2166    1.5242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3535    2.1839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0427    0.5136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9075    1.0458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8750    2.3825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6329    2.6142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5414    2.6387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3067    1.1079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3844    2.9325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7336    2.5526    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    8.1502    1.2481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5239   -0.7794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5239   -2.1072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0191   -0.6183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7336   -1.8558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0191   -3.0934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3794    1.4811    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2223    1.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0653    2.0688    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -6.2653    1.3398    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7514    0.6731    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4810    1.0834    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2676    0.0047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8127    1.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3045   -1.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0424   -1.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3045   -1.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2047    1.6711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9579    1.3342    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5483    2.0080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1320    0.9179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417    2.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0191   -2.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6262    1.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7336   -1.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0477    1.9649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8008    1.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4692    2.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8906    2.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6438    1.9218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3121    2.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4320    0.9723    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4621   -3.3492    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5761   -3.3492    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2749    1.2661    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1  8  1  0  0  0  0
  1  9  1  0  0  0  0
  1 12  2  0  0  0  0
  2  7  1  0  0  0  0
  2 10  1  0  0  0  0
  2 14  1  0  0  0  0
  2 15  2  0  0  0  0
  3 10  1  0  0  0  0
  3 11  1  0  0  0  0
  3 16  1  0  0  0  0
  3 18  2  0  0  0  0
  4 32  1  0  0  0  0
  4 33  1  0  0  0  0
 30  5  1  6  0  0  0
 31  6  1  6  0  0  0
  7 34  1  0  0  0  0
 11 40  1  0  0  0  0
 39 13  1  6  0  0  0
 17 44  2  0  0  0  0
 19 48  2  0  0  0  0
 20 29  1  0  0  0  0
 21 29  2  0  0  0  0
 33 22  1  1  0  0  0
 22 35  1  0  0  0  0
 22 36  1  0  0  0  0
 23 36  2  0  0  0  0
 23 37  1  0  0  0  0
 24 35  2  0  0  0  0
 24 45  1  0  0  0  0
 25 43  1  0  0  0  0
 25 45  2  0  0  0  0
 26 43  1  0  0  0  0
 26 53  1  0  0  0  0
 26 54  1  0  0  0  0
 27 44  1  0  0  0  0
 27 46  1  0  0  0  0
 27 52  1  0  0  0  0
 28 48  1  0  0  0  0
 28 49  1  0  0  0  0
 28 55  1  0  0  0  0
 29 51  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 31 33  1  0  0  0  0
 32 34  1  1  0  0  0
 35 37  1  0  0  0  0
 37 43  2  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
 38 42  1  0  0  0  0
 39 44  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
M  CHG  2  20  -1  29   1
M  END
> <DATABASE_ID>
DB04230

> <DATABASE_NAME>
drugbank

> <SMILES>
[H]N([H])C1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OCC(C)(C)[C@@H](O)C(=O)N([H])CCC(=O)N([H])CCC[N+]([O-])=O)[C@@H](OP(O)(O)=O)[C@H]3O)C2=NC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C22H37N8O18P3/c1-22(2,17(33)20(34)25-6-4-13(31)24-5-3-7-30(35)36)9-45-51(42,43)48-50(40,41)44-8-12-16(47-49(37,38)39)15(32)21(46-12)29-11-28-14-18(23)26-10-27-19(14)29/h10-12,15-17,21,32-33H,3-9H2,1-2H3,(H,24,31)(H,25,34)(H,40,41)(H,42,43)(H2,23,26,27)(H2,37,38,39)/t12-,15-,16-,17+,21-/m1/s1

> <INCHI_KEY>
PUGKTLRHGHIDCJ-GORZOVPNSA-N

> <FORMULA>
C22H37N8O18P3

> <MOLECULAR_WEIGHT>
794.4933

> <EXACT_MASS>
794.143865956

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-3.964563972723651

> <JCHEM_AVERAGE_POLARIZABILITY>
68.04973440175112

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(3-nitropropyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-0.71

> <JCHEM_LOGP>
-6.394435513199909

> <ALOGPS_LOGS>
-2.32

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
-4

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
0.9219272963072321

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8257565618512454

> <JCHEM_PKA_STRONGEST_BASIC>
4.887022564148835

> <JCHEM_POLAR_SURFACE_AREA>
389.6999999999998

> <JCHEM_REFRACTIVITY>
164.7451

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.79e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(4-{2-[(6S)-2-amino-4-oxo-1H,5H,6H,7H,8H-pyrido[2,3-d]pyrimidin-6-yl]ethyl}phenyl)formamido]pentanedioic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB04230

> <SECONDARY_ACCESSION_NUMBERS>
EXPT02369

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Nitromethyldethia coenzyme A

$$$$