5287969
  -OEChem-10051720173D

 48 51  0     1  0  0  0  0  0999 V2000
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   -4.0897   -1.7258   -0.3169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9712    2.9955    0.0853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5986    4.1157    0.1313 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8672   -3.9489    0.0231 N   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2509   -1.9650   -0.3981 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0374   -2.6481    0.9673 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0755   -1.9333   -1.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896   -4.0290    0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6610   -3.3436   -1.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9594   -0.6269   -0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2252    0.5563   -0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4721   -5.2742   -0.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3533   -0.5822   -0.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8850    1.7785   -0.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0121    0.6424   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2804    1.8275   -0.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0863    3.0103    0.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8977    1.6093   -0.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3802    2.8419   -0.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3557    1.3793   -0.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1173    1.1529    0.9569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9862    1.3913   -1.4437 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4927    0.9411    0.8608 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3616    1.1795   -1.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1149    0.9545   -0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8920   -2.6181   -1.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9909   -2.7609    1.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8782   -1.3962   -0.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0612   -1.4977   -2.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1748   -4.4488    1.7772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0999   -4.7010    0.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0009   -3.9657   -1.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204   -3.2716   -1.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8295   -5.9696   -0.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6777   -5.7033    0.8786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4349   -5.2081   -0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1132   -2.3351    2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0988    0.6718   -0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959    3.7321    0.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5776   -2.4910   -0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3617    3.7478    0.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4157    1.5634   -2.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0946    0.7640    1.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8461    1.1892   -2.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1857    0.7894   -0.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 24  1  0  0  0  0
  2  9  1  0  0  0  0
  2 40  1  0  0  0  0
  3 14  1  0  0  0  0
  3 21  1  0  0  0  0
  4 16  1  0  0  0  0
  4 43  1  0  0  0  0
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 28 48  1  0  0  0  0
M  END
> <DATABASE_ID>
DB03496

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
CN1CC[C@@H]([C@H](O)C1)C1=C(O)C=C(O)C2=C1OC(=CC2=O)C1=CC=CC=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C21H20ClNO5/c1-23-7-6-12(17(27)10-23)19-14(24)8-15(25)20-16(26)9-18(28-21(19)20)11-4-2-3-5-13(11)22/h2-5,8-9,12,17,24-25,27H,6-7,10H2,1H3/t12-,17+/m0/s1

> <INCHI_KEY>
BIIVYFLTOXDAOV-YVEFUNNKSA-N

> <FORMULA>
C21H20ClNO5

> <MOLECULAR_WEIGHT>
401.84

> <EXACT_MASS>
401.103000462

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.1258988727136617

> <JCHEM_AVERAGE_POLARIZABILITY>
40.854614724313244

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-chlorophenyl)-5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]-4H-chromen-4-one

> <ALOGPS_LOGP>
2.81

> <JCHEM_LOGP>
2.090163503134375

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.51554207832259

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.817512987598087

> <JCHEM_PKA_STRONGEST_BASIC>
7.696942569356328

> <JCHEM_POLAR_SURFACE_AREA>
90.23000000000002

> <JCHEM_REFRACTIVITY>
107.73799999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
biotin

> <JCHEM_VEBER_RULE>
0

$$$$