101577095
  -OEChem-12181917163D

 56 59  0     1  0  0  0  0  0999 V2000
    3.0510    0.0855   -1.9786 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0475   -2.3537    0.4803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3872    2.5266    1.1385 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4079   -0.2622    0.2187 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7261    2.3838   -0.4867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1398    0.8479   -1.5213 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9263   -1.0008   -0.3216 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8974    0.0992    0.1747 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4505   -0.9391    0.3596 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1067    0.4436    0.0511 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1736   -0.3082   -0.6088 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7461   -2.2837   -0.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2854    1.4583   -0.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1917   -1.8567   -0.5400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5563    0.5751    0.6373 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3502   -2.0942   -0.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1061    1.5642    0.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7539   -2.0094    0.5133 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1513    0.0523    1.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3678   -0.6537    0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4323    0.3787   -0.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5754    0.6230    2.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1901    1.8749    0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5588   -3.2500    0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5138   -0.5394   -0.5262 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4277    1.8913   -0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3270    1.9767   -0.5376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0805    0.7700   -0.9079 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7478   -0.8549   -1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3136   -1.0463    1.4415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2022    0.5269   -1.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6730   -2.7132    0.8106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3924   -3.0436   -0.9006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1771    1.6019   -1.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8740    2.2920    0.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5036   -2.2992   -1.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8912   -3.0491    0.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4222   -2.0937   -1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6606   -2.0684    1.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5460   -0.9109    2.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2418    0.2381    2.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8692    0.8187    2.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0062   -0.1924    2.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6017    0.5533    2.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1585    1.5565    2.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6980    2.8090    0.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7832   -0.3159   -2.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6736   -3.3167   -0.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5543   -3.2455    0.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0534   -4.1631    0.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9777   -3.3236    0.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0809   -1.3999   -0.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0860    2.2914    0.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7915    2.2489   -1.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7244    2.9408   -0.8328 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6770    3.3546   -0.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  1 47  1  0  0  0  0
  2 14  1  0  0  0  0
  2 51  1  0  0  0  0
  3 17  2  0  0  0  0
  4 21  2  0  0  0  0
  5 26  1  0  0  0  0
  5 56  1  0  0  0  0
  6 28  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 12  1  0  0  0  0
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  8 13  1  0  0  0  0
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M  END
> <DATABASE_ID>
DBMET02932

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@@]12C[C@H](O)[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])C[C@H](C)C2=CC(=O)C=C[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O6/c1-11-6-13-15-8-17(26)22(28,18(27)10-23)21(15,3)9-16(25)19(13)20(2)5-4-12(24)7-14(11)20/h4-5,7,11,13,15,17,19,23,26,28H,6,8-10H2,1-3H3/t11-,13-,15-,17-,19+,20-,21-,22-/m0/s1

> <INCHI_KEY>
FGSMSHNKIUSXMK-NWHMQOQISA-N

> <FORMULA>
C22H28O6

> <MOLECULAR_WEIGHT>
388.46

> <EXACT_MASS>
388.188588622

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-1.804182678148608e-05

> <JCHEM_AVERAGE_POLARIZABILITY>
41.26139598691227

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,3aS,3bS,5S,9aR,9bS,11aS)-1,2-dihydroxy-1-(2-hydroxyacetyl)-5,9a,11a-trimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthrene-7,10-dione

> <ALOGPS_LOGP>
1.22

> <JCHEM_LOGP>
0.870619667333333

> <ALOGPS_LOGS>
-2.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.804501732323667

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.748054748185268

> <JCHEM_PKA_STRONGEST_BASIC>
-3.324417141189348

> <JCHEM_POLAR_SURFACE_AREA>
111.9

> <JCHEM_REFRACTIVITY>
103.47819999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.26e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
doravirine

> <JCHEM_VEBER_RULE>
0

$$$$