444746
  -OEChem-02082014003D

 54 57  0     1  0  0  0  0  0999 V2000
    8.2492   -0.1580   -1.4680 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0957    6.0886    0.8086 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9323   -2.7524   -0.1334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335   -2.1478   -1.4793 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4156   -0.9404    1.7862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8212   -2.0578    0.0019 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185   -0.1409   -0.3478 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2434   -0.9351    1.4418 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5946   -2.8013    0.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6997   -3.4990   -0.6777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1109   -1.3741    0.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2339   -3.4387   -0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6366   -1.3499    0.9978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7031   -1.5328   -0.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3144   -0.1212   -0.2845 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9473    0.8638   -1.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9867    2.2663   -0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9126   -0.5617    0.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3643   -0.5558    0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0904    2.6773    0.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9191    3.1197   -0.9347 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0074   -0.1889   -0.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971   -0.3507   -0.3758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5177   -0.8199    0.9340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1277    3.9741    0.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9562    4.4165   -0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0606    4.8437    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5677   -0.1426   -1.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7553   -1.0925    1.5276 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8126   -0.4105   -0.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9025   -0.8781    0.7584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5955   -3.3636    1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0159   -4.5411   -0.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8294   -3.0225   -1.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2656   -0.7676   -0.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7210   -0.9090    1.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0731   -4.0090    0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6099   -3.8911   -1.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3537   -0.3093    1.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4871   -1.8577    1.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5556    0.1175    0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4221    0.8620   -2.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9760    0.5592   -1.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5482    0.1140   -1.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2186   -3.6674   -0.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9273    2.0089    0.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0544    2.7966   -1.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5829    0.1623   -1.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0179   -1.2534    2.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9872    4.3070    1.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1253    5.0936   -0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4961    0.2222   -2.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263   -1.4566    2.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8734   -1.0845    1.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 30  1  0  0  0  0
  2 27  1  0  0  0  0
  3  9  1  0  0  0  0
  3 45  1  0  0  0  0
  4 14  2  0  0  0  0
  5 18  2  0  0  0  0
  6 12  1  0  0  0  0
  6 13  1  0  0  0  0
  6 14  1  0  0  0  0
  7 15  1  0  0  0  0
  7 18  1  0  0  0  0
  7 44  1  0  0  0  0
  8 19  1  0  0  0  0
  8 24  1  0  0  0  0
  8 49  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 32  1  0  0  0  0
 10 12  1  0  0  0  0
 10 33  1  0  0  0  0
 10 34  1  0  0  0  0
 11 13  1  0  0  0  0
 11 35  1  0  0  0  0
 11 36  1  0  0  0  0
 12 37  1  0  0  0  0
 12 38  1  0  0  0  0
 13 39  1  0  0  0  0
 13 40  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 41  1  0  0  0  0
 16 17  1  0  0  0  0
 16 42  1  0  0  0  0
 16 43  1  0  0  0  0
 17 20  2  0  0  0  0
 17 21  1  0  0  0  0
 18 19  1  0  0  0  0
 19 22  2  0  0  0  0
 20 25  1  0  0  0  0
 20 46  1  0  0  0  0
 21 26  2  0  0  0  0
 21 47  1  0  0  0  0
 22 23  1  0  0  0  0
 22 48  1  0  0  0  0
 23 24  2  0  0  0  0
 23 28  1  0  0  0  0
 24 29  1  0  0  0  0
 25 27  2  0  0  0  0
 25 50  1  0  0  0  0
 26 27  1  0  0  0  0
 26 51  1  0  0  0  0
 28 30  2  0  0  0  0
 28 52  1  0  0  0  0
 29 31  2  0  0  0  0
 29 53  1  0  0  0  0
 30 31  1  0  0  0  0
 31 54  1  0  0  0  0
M  END
> <DATABASE_ID>
DB03383

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
OC1CCN(CC1)C(=O)[C@H](CC1=CC=C(F)C=C1)NC(=O)C1=CC2=C(N1)C=CC(Cl)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C23H23ClFN3O3/c24-16-3-6-19-15(12-16)13-20(26-19)22(30)27-21(11-14-1-4-17(25)5-2-14)23(31)28-9-7-18(29)8-10-28/h1-6,12-13,18,21,26,29H,7-11H2,(H,27,30)/t21-/m0/s1

> <INCHI_KEY>
YDCGVASFVACWKF-NRFANRHFSA-N

> <FORMULA>
C23H23ClFN3O3

> <MOLECULAR_WEIGHT>
443.898

> <EXACT_MASS>
443.141197529

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-1.1808669059801094e-07

> <JCHEM_AVERAGE_POLARIZABILITY>
44.751163517005274

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-chloro-N-[(2S)-3-(4-fluorophenyl)-1-(4-hydroxypiperidin-1-yl)-1-oxopropan-2-yl]-1H-indole-2-carboxamide

> <ALOGPS_LOGP>
2.97

> <JCHEM_LOGP>
2.474614934

> <ALOGPS_LOGS>
-4.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.600566179301296

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.047095978798403

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7753746305997324

> <JCHEM_POLAR_SURFACE_AREA>
85.43

> <JCHEM_REFRACTIVITY>
116.55569999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.23e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-[(1S,3aS,3bR,4R,9bS,11aS)-1,7-dihydroxy-11a-methyl-1H,2H,3H,3aH,3bH,4H,5H,9bH,10H,11H-cyclopenta[a]phenanthren-4-yl]-N-butyl-N-methylundecanamide

> <JCHEM_VEBER_RULE>
0

$$$$