6918324
  -OEChem-10061700073D

 46 48  0     1  0  0  0  0  0999 V2000
    4.3687   -2.5398    1.3536 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.5847   -0.6850    0.6913 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5674    1.5931    0.6476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9333    2.2631    1.6713 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4774    1.9305   -1.8464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0978   -4.0680   -0.9093 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4819    0.7105   -0.1443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7652    2.6792    0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2579    2.3815    0.2807 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8814    1.0850   -0.4457 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8819   -0.0031   -0.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1464    0.3178    0.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1779    2.9655   -1.3085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1467    3.9013    0.9988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5921   -1.3496   -0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0733   -0.6911    0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5227   -2.3530   -0.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7607   -2.0242    0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589    1.1734   -0.8828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1988   -3.7422   -0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8938    0.6749   -0.4624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2112   -4.8433   -0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9801   -0.5485    0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0048    1.4521   -0.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2335   -1.0158    0.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2584    0.9849   -0.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3726   -0.2491    0.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6620    3.2165   -0.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9409    1.2639   -1.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2436    3.2177   -1.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6041    3.7977   -1.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0465    2.0929   -1.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5715    4.7876    0.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2133    4.1327    0.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9876    3.7112    2.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6325    0.1668    0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6280   -1.6067   -0.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828    1.5616    2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0474   -0.4409    1.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5132   -2.7712    0.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1181   -4.6928   -0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4356   -4.8723    0.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7812   -5.8099   -0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1131   -1.1795    0.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9316    2.4171   -1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1455    1.5819   -0.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 25  1  0  0  0  0
  2 27  1  0  0  0  0
  3  8  1  0  0  0  0
  3 12  1  0  0  0  0
  4  9  1  0  0  0  0
  4 38  1  0  0  0  0
  5 19  2  0  0  0  0
  6 20  2  0  0  0  0
  7 10  1  0  0  0  0
  7 19  1  0  0  0  0
  7 36  1  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
  9 28  1  0  0  0  0
 10 11  1  0  0  0  0
 10 29  1  0  0  0  0
 11 12  2  0  0  0  0
 11 15  1  0  0  0  0
 12 16  1  0  0  0  0
 13 30  1  0  0  0  0
 13 31  1  0  0  0  0
 13 32  1  0  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
 14 35  1  0  0  0  0
 15 17  2  0  0  0  0
 15 37  1  0  0  0  0
 16 18  2  0  0  0  0
 16 39  1  0  0  0  0
 17 18  1  0  0  0  0
 17 20  1  0  0  0  0
 18 40  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  2  0  0  0  0
 21 24  1  0  0  0  0
 22 41  1  0  0  0  0
 22 42  1  0  0  0  0
 22 43  1  0  0  0  0
 23 25  1  0  0  0  0
 23 44  1  0  0  0  0
 24 26  2  0  0  0  0
 24 45  1  0  0  0  0
 25 27  2  0  0  0  0
 26 27  1  0  0  0  0
 26 46  1  0  0  0  0
M  END
> <DATABASE_ID>
DB06578

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
CC(=O)C1=CC=C2OC(C)(C)[C@@H](O)[C@@H](NC(=O)C3=CC=C(F)C(Cl)=C3)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H19ClFNO4/c1-10(24)11-5-7-16-13(8-11)17(18(25)20(2,3)27-16)23-19(26)12-4-6-15(22)14(21)9-12/h4-9,17-18,25H,1-3H3,(H,23,26)/t17-,18-/m0/s1

> <INCHI_KEY>
XLIIRNOPGJTBJD-ROUUACIJSA-N

> <FORMULA>
C20H19ClFNO4

> <MOLECULAR_WEIGHT>
391.82

> <EXACT_MASS>
391.098664

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
38.577588051103604

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[(3S,4S)-6-acetyl-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-yl]-3-chloro-4-fluorobenzamide

> <ALOGPS_LOGP>
2.97

> <JCHEM_LOGP>
2.8738170366666664

> <ALOGPS_LOGS>
-4.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.320654072904471

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.388476683255927

> <JCHEM_PKA_STRONGEST_BASIC>
-1.079789378162364

> <JCHEM_POLAR_SURFACE_AREA>
75.63

> <JCHEM_REFRACTIVITY>
99.25359999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.92e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(3S,4S)-6-acetyl-3-hydroxy-2,2-dimethyl-3,4-dihydro-1-benzopyran-4-yl]-3-chloro-4-fluorobenzamide

> <JCHEM_VEBER_RULE>
0

$$$$