Mrv1909 11261921462D          

 52 56  0  0  0  0            999 V2000
   -1.5650    1.9526    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1442    1.8008    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9131    0.9635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7282    1.4165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5387    3.0045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8746    1.8059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2734   -0.1457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9795   -0.7034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3193    1.6184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5223    1.3147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8108    2.2869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2308    1.1984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8993    2.7069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3417    2.4674    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.6303    1.1342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2708   -1.3986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5144    2.1714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1474    0.1650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0369    0.7468    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -5.4235   -1.1338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5764    0.6334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5325   -0.4284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0909   -1.7874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5095   -0.6863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4539    2.1839    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0680    1.6329    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7401    1.7702    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7337    0.8787    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9417    0.3379    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7259    0.0816    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9431    1.1629    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2119    0.7482    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9859    2.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2765    1.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9632    0.0814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4483    0.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8145   -0.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4507    1.4605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1347   -0.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2732    0.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6869    0.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2757    1.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9194   -0.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5119    0.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6845   -0.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3610    0.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9257    1.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7507    1.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7108   -2.1297    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5774   -1.9455    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7660   -0.2438    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7645   -1.1298    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 11  1  0  0  0  0
  1 12  1  6  0  0  0
  1 13  2  0  0  0  0
  2 10  1  0  0  0  0
  2 11  1  0  0  0  0
  2 14  1  0  0  0  0
  2 15  2  0  0  0  0
  3 27  1  0  0  0  0
  3 28  1  0  0  0  0
  4 31  1  0  0  0  0
  4 32  1  0  0  0  0
 25  5  1  6  0  0  0
 26  6  1  6  0  0  0
 29  7  1  6  0  0  0
 30  8  1  6  0  0  0
  9 33  1  0  0  0  0
 10 34  1  0  0  0  0
 16 45  2  0  0  0  0
 17 47  2  0  0  0  0
 28 18  1  1  0  0  0
 18 35  1  0  0  0  0
 18 37  1  0  0  0  0
 32 19  1  1  0  0  0
 19 36  2  0  0  0  0
 19 38  1  0  0  0  0
 20 37  2  0  0  0  0
 20 39  1  0  0  0  0
 21 35  2  0  0  0  0
 21 46  1  0  0  0  0
 22 43  1  0  0  0  0
 22 46  2  0  0  0  0
 23 43  1  0  0  0  0
 23 49  1  0  0  0  0
 23 50  1  0  0  0  0
 24 45  1  0  0  0  0
 24 51  1  0  0  0  0
 24 52  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 26 28  1  0  0  0  0
 27 33  1  1  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 30 32  1  0  0  0  0
 31 34  1  1  0  0  0
 35 39  1  0  0  0  0
 36 40  1  0  0  0  0
 38 42  2  0  0  0  0
 39 43  2  0  0  0  0
 40 41  2  0  0  0  0
 40 45  1  0  0  0  0
 41 42  1  0  0  0  0
 41 44  1  0  0  0  0
 44 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  CHG  2  14  -1  19   1
M  END
> <DATABASE_ID>
DB02732

> <DATABASE_NAME>
drugbank

> <SMILES>
[H]N([H])C(=O)C1=C(CC(C)=O)C=C[N+](=C1)[C@@H]1O[C@H](COP([O-])(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N=CN=C23)N([H])[H])[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C24H31N7O15P2/c1-10(32)4-11-2-3-30(5-12(11)21(26)37)23-18(35)16(33)13(44-23)6-42-47(38,39)46-48(40,41)43-7-14-17(34)19(36)24(45-14)31-9-29-15-20(25)27-8-28-22(15)31/h2-3,5,8-9,13-14,16-19,23-24,33-36H,4,6-7H2,1H3,(H5-,25,26,27,28,37,38,39,40,41)/t13-,14-,16-,17-,18-,19-,23-,24-/m1/s1

> <INCHI_KEY>
SGHBFOOIAAJJMI-YDKVLQLQSA-N

> <FORMULA>
C24H31N7O15P2

> <MOLECULAR_WEIGHT>
719.4884

> <EXACT_MASS>
719.135336381

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
64.3838116747174

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(2R,3R,4S,5R)-5-{[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-4-(2-oxopropyl)-1lambda5-pyridin-1-ylium

> <ALOGPS_LOGP>
-0.83

> <JCHEM_LOGP>
-9.99436348703882

> <ALOGPS_LOGS>
-2.66

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.2830185411659443

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8542391602705337

> <JCHEM_PKA_STRONGEST_BASIC>
4.930731099435778

> <JCHEM_POLAR_SURFACE_AREA>
338.1599999999999

> <JCHEM_REFRACTIVITY>
155.73389999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.70e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(1S)-1-{[(1S)-1-carbamoyl-2-carboxyethyl]carbamoyl}-2-phenylethyl]amino}-4-phenylbutanoic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB02732

> <SECONDARY_ACCESSION_NUMBERS>
EXPT02284

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
[(2R,3S,4R,5R)-5-(4-acetonyl-3-carbamoyl-pyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] phosphate

> <SYNONYMS>
Nicotinamide adenine dinucleotide acetone adduct

$$$$