Mrv1718009011814272D          

 27 30  0  0  0  0            999 V2000
    0.1138   -0.9052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1138   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8258   -2.1375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5345   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2433   -2.1423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9601   -1.7368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9636   -0.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8258   -0.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5372   -0.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2479   -0.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8156    0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9980    0.3179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6838   -0.4985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2385   -2.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4429    0.9307    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6153    1.7358    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0992    2.1470    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7120    1.5959    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3787    0.8419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5195    1.7686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0749    1.1563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693    2.0733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1856    2.9681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8825    1.3249    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6838    1.5468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0752    0.5228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6802    2.1256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  7 13  1  0  0  0  0
  4  5  1  0  0  0  0
  5 14  1  0  0  0  0
  5  6  1  0  0  0  0
 15 12  1  6  0  0  0
 15 16  1  0  0  0  0
  6  7  2  0  0  0  0
  7 10  1  0  0  0  0
  8  9  2  0  0  0  0
  3  4  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 15  1  0  0  0  0
  9  4  1  0  0  0  0
 18 20  1  6  0  0  0
  1  2  2  0  0  0  0
 20 21  1  0  0  0  0
 16 22  1  1  0  0  0
  1  8  1  0  0  0  0
 17 23  1  1  0  0  0
  9 10  1  0  0  0  0
 21 24  1  0  0  0  0
 10 11  2  0  0  0  0
 24 25  1  0  0  0  0
 11 12  1  0  0  0  0
 24 26  2  0  0  0  0
 12  8  1  0  0  0  0
 24 27  1  0  0  0  0
M  END
> <DATABASE_ID>
DB14636

> <DATABASE_NAME>
drugbank

> <SMILES>
CN1N=C(N)C2=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]3O)C3=C2C1=NC=N3

> <INCHI_IDENTIFIER>
InChI=1S/C13H17N6O7P/c1-18-11-7-5(10(14)17-18)2-19(12(7)16-4-15-11)13-9(21)8(20)6(26-13)3-25-27(22,23)24/h2,4,6,8-9,13,20-21H,3H2,1H3,(H2,14,17)(H2,22,23,24)/t6-,8-,9-,13-/m1/s1

> <INCHI_KEY>
URLYINUFLXOMHP-HTVVRFAVSA-N

> <FORMULA>
C13H17N6O7P

> <MOLECULAR_WEIGHT>
400.2838

> <EXACT_MASS>
400.08963344

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
35.71321149700279

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-{5-amino-7-methyl-2,6,7,9,11-pentaazatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,5,8,10-pentaen-2-yl}-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-1.98

> <JCHEM_LOGP>
-3.7844289663495196

> <ALOGPS_LOGS>
-2.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.24691368206684

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.233757555905446

> <JCHEM_PKA_STRONGEST_BASIC>
8.332338060064059

> <JCHEM_POLAR_SURFACE_AREA>
190.99999999999997

> <JCHEM_REFRACTIVITY>
101.42819999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.11e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-{5-amino-7-methyl-2,6,7,9,11-pentaazatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,5,8,10-pentaen-2-yl}-3,4-dihydroxyoxolan-2-yl]methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB14636

> <SECONDARY_ACCESSION_NUMBERS>
DBSALT002190

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Triciribine phosphate

> <SYNONYMS>
3-AMINO-1,5-DIHYDRO-5-METHYL-1-.BETA.-D-RIBOFURANOSYL-1,4,5,6,8-PENTAAZAACENAPHTHYLENE 5'-(DIHYDROGEN PHOSPHATE); Pentaazaacenaphthylene-5' phosphate ester; TCN-P; Triciribine phosphate

$$$$