44224276
  -OEChem-01051815263D

 45 47  0     1  0  0  0  0  0999 V2000
    1.5246   -4.5129   -1.6358 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5421    1.4342   -1.3072 P   0  0  2  0  0  0  0  0  0  0  0  0
    0.4496    0.4346   -2.5855 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0232    2.7945   -1.7208 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7115    3.4207    0.6795 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0658    0.1752    1.4916 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1912    2.9004    2.3523 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2686   -4.4778    1.1911 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6440    0.5849   -0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9363   -0.8078   -0.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3533    1.1622    0.8649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8303   -1.0384    0.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0729    1.4050   -0.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5247   -1.8978   -0.9547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7286    2.6014   -0.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6903    0.1858   -0.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3352   -2.3095    1.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0017    2.5786    0.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3870    2.5346    1.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9634    0.1631    0.2638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0216   -3.1749   -0.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9127   -3.3753    0.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6191    1.3595    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1294    0.9053   -3.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7023    3.8582    0.5848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6069   -1.1084    0.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9787   -2.2982    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6913   -3.4969    0.9651 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6786    0.3053    2.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8226   -1.7704   -1.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2462    3.5510   -0.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1684   -0.7275   -0.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0291   -2.4662    2.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2952   -4.3707    0.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6110    1.3486    1.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2157    0.0681   -4.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5104    1.6733   -4.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1246    1.3141   -3.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4667    4.1776    1.6048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031    4.6513   -0.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7880    3.7464    0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6887   -1.0720    0.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2287    3.8672    2.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7582    2.2416    2.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9018   -2.3921    0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 21  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  2  9  1  0  0  0  0
  2 13  1  0  0  0  0
  3 24  1  0  0  0  0
  5 19  2  0  0  0  0
  6 11  1  0  0  0  0
  6 12  1  0  0  0  0
  6 29  1  0  0  0  0
  7 19  1  0  0  0  0
  7 43  1  0  0  0  0
  7 44  1  0  0  0  0
  8 28  3  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 10 12  2  0  0  0  0
 10 14  1  0  0  0  0
 11 19  1  0  0  0  0
 12 17  1  0  0  0  0
 13 15  2  0  0  0  0
 13 16  1  0  0  0  0
 14 21  2  0  0  0  0
 14 30  1  0  0  0  0
 15 18  1  0  0  0  0
 15 31  1  0  0  0  0
 16 20  2  0  0  0  0
 16 32  1  0  0  0  0
 17 22  2  0  0  0  0
 17 33  1  0  0  0  0
 18 23  2  0  0  0  0
 18 25  1  0  0  0  0
 20 23  1  0  0  0  0
 20 26  1  0  0  0  0
 21 22  1  0  0  0  0
 22 34  1  0  0  0  0
 23 35  1  0  0  0  0
 24 36  1  0  0  0  0
 24 37  1  0  0  0  0
 24 38  1  0  0  0  0
 25 39  1  0  0  0  0
 25 40  1  0  0  0  0
 25 41  1  0  0  0  0
 26 27  2  0  0  0  0
 26 42  1  0  0  0  0
 27 28  1  0  0  0  0
 27 45  1  0  0  0  0
M  END
> <DATABASE_ID>
DB06166

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/CGBYTKOSZYQOPV-CCEZBSFNSA-N/SDF?record_type=3d

> <SMILES>
CO[P@](=O)(C1=C(NC2=CC=C(Cl)C=C12)C(N)=O)C1=CC(C)=CC(\C=C\C#N)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H17ClN3O3P/c1-12-8-13(4-3-7-22)10-15(9-12)28(26,27-2)19-16-11-14(21)5-6-17(16)24-18(19)20(23)25/h3-6,8-11,24H,1-2H3,(H2,23,25)/b4-3+/t28-/m0/s1

> <INCHI_KEY>
CGBYTKOSZYQOPV-CCEZBSFNSA-N

> <FORMULA>
C20H17ClN3O3P

> <MOLECULAR_WEIGHT>
413.8

> <EXACT_MASS>
413.0696061

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
40.90385890858452

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(S)-(methyl (2-carbamoyl-5-chloro-1H-indol-3-yl)({3-[(1E)-2-cyanoeth-1-en-1-yl]-5-methylphenyl})phosphinate)

> <ALOGPS_LOGP>
3.47

> <JCHEM_LOGP>
3.5385999999999993

> <ALOGPS_LOGS>
-4.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.488223205873034

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.803330420571113

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5819113060153693

> <JCHEM_POLAR_SURFACE_AREA>
108.97

> <JCHEM_REFRACTIVITY>
110.508

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.43e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(S)-(methyl 2-carbamoyl-5-chloro-1H-indol-3-yl(3-[(1E)-2-cyanoeth-1-en-1-yl]-5-methylphenyl)phosphinate)

> <JCHEM_VEBER_RULE>
0

$$$$