Mrv1718009221814512D          

 32 35  0  0  0  0            999 V2000
   -1.9782   -1.4903    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9782   -0.6653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1936   -1.7452    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1936   -0.4103    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7086   -1.0778    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0221   -2.5522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5913   -2.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4198   -2.8493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1540    1.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1540    0.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5604    1.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5604    0.2166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2749    1.4542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2749    0.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9387    0.3742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4235    1.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9387    1.7092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6351   -3.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6351   -3.1042    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9207   -3.5167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1540    3.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8685    2.6916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5830    3.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2975    2.6916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5288   -1.7923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1163   -1.0778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3538   -1.7923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7663   -2.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5913   -2.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1163   -2.5067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5604    2.6916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1540    3.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  5  1  0  0  0  0
  5 26  1  6  0  0  0
  3  6  1  6  0  0  0
  1  7  1  1  0  0  0
  8  7  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  2  0  0  0  0
 12 14  2  0  0  0  0
 13 14  1  0  0  0  0
 16 15  1  0  0  0  0
 10 15  1  0  0  0  0
 17 16  2  0  0  0  0
  9 10  2  0  0  0  0
  9 17  1  0  0  0  0
 31 11  1  0  0  0  0
  4 15  1  1  0  0  0
 19  8  1  0  0  0  0
  6 19  1  0  0  0  0
 19 18  2  0  0  0  0
 19 20  1  0  0  0  0
 21 32  2  0  0  0  0
 31 21  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 30  2  0  0  0  0
 26 25  1  0  0  0  0
 27 25  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
M  END
> <DATABASE_ID>
DB13242

> <DATABASE_NAME>
drugbank

> <SMILES>
CCCC(=O)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@@H]2COP(O)(=O)O[C@H]2[C@H]1OC(=O)CCC

> <INCHI_IDENTIFIER>
InChI=1S/C18H24N5O8P/c1-3-5-11(24)22-16-13-17(20-8-19-16)23(9-21-13)18-15(30-12(25)6-4-2)14-10(29-18)7-28-32(26,27)31-14/h8-10,14-15,18H,3-7H2,1-2H3,(H,26,27)(H,19,20,22,24)/t10-,14-,15-,18-/m1/s1

> <INCHI_KEY>
CJGYSWNGNKCJSB-YVLZZHOMSA-N

> <FORMULA>
C18H24N5O8P

> <MOLECULAR_WEIGHT>
469.391

> <EXACT_MASS>
469.136249751

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
45.248717441082476

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4aR,6R,7R,7aR)-6-(6-butanamido-9H-purin-9-yl)-2-hydroxy-2-oxo-hexahydro-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl butanoate

> <ALOGPS_LOGP>
0.65

> <JCHEM_LOGP>
0.5929847972341431

> <ALOGPS_LOGS>
-2.46

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.262517794279287

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7164214942942961

> <JCHEM_PKA_STRONGEST_BASIC>
2.4622429450911367

> <JCHEM_POLAR_SURFACE_AREA>
163.98999999999998

> <JCHEM_REFRACTIVITY>
108.05939999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.62e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4aR,6R,7R,7aR)-6-(6-butanamidopurin-9-yl)-2-hydroxy-2-oxo-tetrahydro-4H-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl butanoate

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB13242

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Bucladesine

> <SYNONYMS>
3',5'-cyclic AMP dibutyrate; bucladesina; Bucladesine; dibutyryl 3',5'-cyclic AMP; dibutyryl adenosine 3',5'-cyclic phosphate; dibutyryl adenosine 3',5'-monophosphate; dibutyryl cAMP; dibutyryl cyclic 3',5'-adenylic acid; dibutyryl cyclic adenosine 3',5'-monophosphate; dibutyryl cyclic AMP; dibutyryl-3',5'-AMP; dibutyryladenosine 3',5'-cyclic monophosphate; dibutyryladenosine cyclic monophosphate

$$$$