3D structure for 6β,11β,17α,21-tetrahydroxy-5ξ-pregn-1-en-3,20-dione (M-XIV)

101913092
  -OEChem-10241917433D

57 60  0     1  0  0  0  0  0999 V2000
   -3.3321    0.0332    1.9522 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0089    1.7719   -1.6628 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8187   -2.3752   -1.3376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2530   -0.3968   -0.8451 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4379    0.9011    0.9617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2499    1.9459    0.0133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0996   -1.0763    0.4047 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0621   -0.0076   -0.1574 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3239   -1.0059   -0.1762 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9334    0.4003    0.1614 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4455    0.5132   -0.2933 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3588   -0.4125    0.5998 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4800    1.3751    0.1965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0162    1.5711   -0.2558 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8942   -2.3725    0.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1786   -2.1524    0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2131   -0.6702    0.3918 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3492   -1.9584    0.5691 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6594   -2.0572    0.0387 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2821   -0.1296   -1.6895 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5971    0.5228   -1.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0874    1.8063    0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7292   -0.5872    0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6169    0.1774    0.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3497    1.9224    0.6314 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616    0.7535    0.6342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0505    1.5075    0.6157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9910   -0.9072    1.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2815   -1.1378   -1.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9514    0.4552    1.2630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5052    1.5240    1.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1045    2.1606   -0.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3398    2.5019    0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5514   -3.1428    0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8148   -2.7847   -0.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0874   -2.1555    1.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7804   -3.1102    0.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0609   -0.5590    1.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0048   -2.3861   -0.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6572   -2.3813    1.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2086   -2.8194    0.6048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8125   -1.0458   -1.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3489   -0.1360   -2.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8772    0.7123   -2.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9811   -0.2341   -2.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6315    0.3518   -2.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3196    1.4916   -2.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4982    2.7179    0.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0179   -0.7460   -0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2192   -1.3597    0.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0361   -0.4256    2.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5469    2.5440   -1.8631 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7494    2.8783    0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4775   -3.2750   -1.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2795    2.2588    0.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2472    1.4111    1.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4693    2.8098    0.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0  0  0  0
  1 51  1  0  0  0  0
  2 14  1  0  0  0  0
  2 52  1  0  0  0  0
  3 19  1  0  0  0  0
  3 54  1  0  0  0  0
  4 24  2  0  0  0  0
  5 26  2  0  0  0  0
  6 27  1  0  0  0  0
  6 57  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 15  1  0  0  0  0
  7 28  1  0  0  0  0
  8 12  1  0  0  0  0
  8 13  1  0  0  0  0
  8 20  1  0  0  0  0
  9 10  1  0  0  0  0
  9 16  1  0  0  0  0
  9 29  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  1  0  0  0  0
 10 30  1  0  0  0  0
 11 17  1  0  0  0  0
 11 21  1  0  0  0  0
 11 22  1  0  0  0  0
 12 18  1  0  0  0  0
 12 24  1  0  0  0  0
 13 14  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
 15 18  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 16 19  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 17 19  1  0  0  0  0
 17 23  1  0  0  0  0
 17 38  1  0  0  0  0
 18 39  1  0  0  0  0
 18 40  1  0  0  0  0
 19 41  1  0  0  0  0
 20 42  1  0  0  0  0
 20 43  1  0  0  0  0
 20 44  1  0  0  0  0
 21 45  1  0  0  0  0
 21 46  1  0  0  0  0
 21 47  1  0  0  0  0
 22 25  2  0  0  0  0
 22 48  1  0  0  0  0
 23 26  1  0  0  0  0
 23 49  1  0  0  0  0
 23 50  1  0  0  0  0
 24 27  1  0  0  0  0
 25 26  1  0  0  0  0
 25 53  1  0  0  0  0
 27 55  1  0  0  0  0
 27 56  1  0  0  0  0
M  END
> <DATABASE_ID>
DBMET02856

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])C[C@@H](O)C2CC(=O)C=C[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O6/c1-19-5-3-11(23)7-14(19)15(24)8-12-13-4-6-21(27,17(26)10-22)20(13,2)9-16(25)18(12)19/h3,5,12-16,18,22,24-25,27H,4,6-10H2,1-2H3/t12-,13-,14?,15+,16-,18+,19-,20-,21-/m0/s1

> <INCHI_KEY>
OUHRCFJDYRDLHS-CXOFUVCDSA-N

> <FORMULA>
C21H30O6

> <MOLECULAR_WEIGHT>
378.465

> <EXACT_MASS>
378.204238686

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.011369614761165

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3aS,3bS,5R,9aS,9bS,10S,11aS)-1,5,10-trihydroxy-1-(2-hydroxyacetyl)-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,5H,5aH,6H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one

> <ALOGPS_LOGP>
0.75

> <JCHEM_LOGP>
0.010059462333333052

> <ALOGPS_LOGS>
-2.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.833332224082671

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.584035057559403

> <JCHEM_PKA_STRONGEST_BASIC>
-2.844196885351784

> <JCHEM_POLAR_SURFACE_AREA>
115.06

> <JCHEM_REFRACTIVITY>
99.25909999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.74e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3aS,3bS,9aR,9bS,10S,11aS)-1,10-dihydroxy-1-(2-hydroxyacetyl)-9a,11a-dimethyl-2H,3H,3aH,3bH,9bH,10H,11H-cyclopenta[a]phenanthren-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

Viewer powered by 3dmol.js

Nicholas Rego and David Koes
3Dmol.js: molecular visualization with WebGL
Bioinformatics (2015) 31 (8): 1322-1324 doi:10.1093/bioinformatics/btu829

3D structure for 6β,11β,17α,21-tetrahydroxy-5ξ-pregn-1-en-3,20-dione (M-XIV)

Structure for 6β,11β,17α,21-tetrahydroxy-5ξ-pregn-1-en-3,20-dione (M-XIV)