Mrv1909 12021923352D          

 21 22  0  0  0  0            999 V2000
   -0.6901    0.5203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0243    0.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4046    0.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0243    1.7578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6901    2.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4046    1.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6901   -0.3046    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3575   -0.7895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0227   -0.7895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1026   -1.5741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2776   -1.5741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7619   -0.5346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7387    0.5203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2072   -2.2416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6901    2.9953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5875   -2.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2520   -2.9953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0041   -2.0281    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.5875   -2.6114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2176   -1.2312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0041   -2.8531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  1  0  0  0
  1  2  1  0  0  0  0
  2 13  2  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5 15  1  0  0  0  0
  3  6  2  0  0  0  0
  6  5  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  6  0  0  0
 10 16  1  1  0  0  0
 10 11  1  0  0  0  0
 11 14  1  6  0  0  0
 16 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 18 21  1  0  0  0  0
M  END
> <DATABASE_ID>
DB01961

> <DATABASE_NAME>
drugbank

> <SMILES>
NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](OP(O)(O)=O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-6(14)7(4(3-13)19-8)20-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1

> <INCHI_KEY>
UOOOPKANIPLQPU-XVFCMESISA-N

> <FORMULA>
C9H14N3O8P

> <MOLECULAR_WEIGHT>
323.1965

> <EXACT_MASS>
323.051850951

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
26.90825020059832

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-1.99

> <JCHEM_LOGP>
-2.8899129497479428

> <ALOGPS_LOGS>
-1.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.916292430714365

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8018790681831152

> <JCHEM_PKA_STRONGEST_BASIC>
4.188964215204051

> <JCHEM_POLAR_SURFACE_AREA>
175.14

> <JCHEM_REFRACTIVITY>
65.4177

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.76e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
rolipram

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01961

> <SECONDARY_ACCESSION_NUMBERS>
EXPT00809

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Cytidine 3'-monophosphate

> <SYNONYMS>
3'-CMP; 3'-Cytidylic acid; Cytidine 3'-phosphate; Cytidine-3'-monophosphate

$$$$