Mrv1652310201622412D          

 24 28  0  0  1  0            999 V2000
   -1.0016   -0.8867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5056   -0.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2825   -0.5111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2587   -1.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4670   -1.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2722   -2.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8691   -2.9391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6608   -2.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8556   -1.9053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6743   -3.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2712   -4.3103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8827   -3.9729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4806   -2.6017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1163   -2.0322    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8517   -1.6585    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8517   -0.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3012   -0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657   -0.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657   -1.2419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3012   -1.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0368   -1.2419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5873   -2.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0368   -0.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344   -1.4529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  4  9  2  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  6 13  1  0  0  0  0
 14 13  1  1  0  0  0
 14 15  1  0  0  0  0
 17 23  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 15 22  1  6  0  0  0
 14 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 19  1  0  0  0  0
 21 23  1  0  0  0  0
 15 16  1  0  0  0  0
 21 24  1  1  0  0  0
M  END
> <DATABASE_ID>
DB11708

> <DATABASE_NAME>
drugbank

> <SMILES>
NC(=O)C1=CN=C2NC=CC2=C1N[C@H]1[C@H]2CC3C[C@@H]1C[C@@](O)(C3)C2

> <INCHI_IDENTIFIER>
InChI=1S/C18H22N4O2/c19-16(23)13-8-21-17-12(1-2-20-17)15(13)22-14-10-3-9-4-11(14)7-18(24,5-9)6-10/h1-2,8-11,14,24H,3-7H2,(H2,19,23)(H2,20,21,22)/t9?,10-,11+,14-,18+

> <INCHI_KEY>
DREIJXJRTLTGJC-RRBRBRQDSA-N

> <FORMULA>
C18H22N4O2

> <MOLECULAR_WEIGHT>
326.4

> <EXACT_MASS>
326.174275964

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
49.64993312772186

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{[(1R,2s,3S,5r)-5-hydroxyadamantan-2-yl]amino}-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

> <ALOGPS_LOGP>
1.62

> <JCHEM_LOGP>
1.0558112053333328

> <ALOGPS_LOGS>
-3.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.731470831583678

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.849497053589857

> <JCHEM_PKA_STRONGEST_BASIC>
5.69669023260232

> <JCHEM_POLAR_SURFACE_AREA>
104.03

> <JCHEM_REFRACTIVITY>
91.3447

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{[(1R,2s,3S,5r)-5-hydroxyadamantan-2-yl]amino}-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB11708

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Peficitinib

> <SYNONYMS>
Peficitinib

$$$$