Mrv1718010211716312D          

 21 23  0  0  0  0            999 V2000
    1.8047    1.5061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4955    0.1109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0530    0.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4418    1.0763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9991    1.6846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6901    0.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0184   -0.1897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6448    0.3008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3830    1.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7510    2.4715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8622    1.7550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3414    2.4266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0137   -1.0194    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2411   -1.8040    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2437   -2.4715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0662   -1.8040    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5511   -2.4715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3212   -1.0194    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6537   -0.5343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3332   -0.1951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0530    0.2081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  5  1  1  0  0  0  0
  3  2  1  0  0  0  0
  6  2  2  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
 13  7  1  1  0  0  0
  9  8  2  0  0  0  0
 11  9  1  0  0  0  0
 12 11  3  0  0  0  0
 14 13  1  0  0  0  0
 19 13  1  0  0  0  0
 14 15  1  6  0  0  0
 16 14  1  0  0  0  0
 16 17  1  6  0  0  0
 18 16  1  0  0  0  0
 19 18  1  0  0  0  0
 18 20  1  1  0  0  0
 21 20  1  0  0  0  0
M  END
> <DATABASE_ID>
DB13916

> <DATABASE_NAME>
drugbank

> <SMILES>
NC1=C2C(=CN([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C2=NC=N1)C#N

> <INCHI_IDENTIFIER>
InChI=1S/C12H13N5O4/c13-1-5-2-17(11-7(5)10(14)15-4-16-11)12-9(20)8(19)6(3-18)21-12/h2,4,6,8-9,12,18-20H,3H2,(H2,14,15,16)/t6-,8-,9-,12-/m1/s1

> <INCHI_KEY>
XOKJUSAYZUAMGJ-WOUKDFQISA-N

> <FORMULA>
C12H13N5O4

> <MOLECULAR_WEIGHT>
291.2627

> <EXACT_MASS>
291.096753929

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
27.44772643811683

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-amino-7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

> <ALOGPS_LOGP>
-0.77

> <JCHEM_LOGP>
-1.4223638733333335

> <ALOGPS_LOGS>
-2.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.891812927050974

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.455629102053194

> <JCHEM_PKA_STRONGEST_BASIC>
4.714221147922124

> <JCHEM_POLAR_SURFACE_AREA>
150.44

> <JCHEM_REFRACTIVITY>
71.09320000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.42e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-amino-7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrolo[2,3-d]pyrimidine-5-carbonitrile

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB13916

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Toyocamycin

> <SYNONYMS>
4-amino-5-cyano-7-(D-ribofuranosyl)-7H-pyrrolo(2,3-d)pyrimidine; 7-deaza-7-cyanoadenosine; Ahygroscopin-B; Cyanotubericidin; Siromycin; Uramycin B; Vengicide

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