11,17-Dihydroxy-17-(2-hydroxy-acetyl)-2,10,13-trimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one

ID: ALA2364533

Chembl Id: CHEMBL2364533

PubChem CID: 71719004

Max Phase: Preclinical

Molecular Formula: C22H34O4

Molecular Weight: 362.51

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 11,17,21-trihydroxy-2R-methyl-4-pregnene-3,20-dione | CHEMBL2364533|11,17,21-trihydroxy-2R-methyl-4-pregnene-3,20-dione

Canonical SMILES:  C[C@@H]1C[C@@]2(C)C(=CC1=O)CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)CCO

Standard InChI:  InChI=1S/C22H34O4/c1-13-11-20(2)14(10-17(13)24)4-5-15-16-6-7-22(26,8-9-23)21(16,3)12-18(25)19(15)20/h10,13,15-16,18-19,23,25-26H,4-9,11-12H2,1-3H3/t13-,15+,16+,18+,19-,20+,21+,22+/m1/s1

Standard InChI Key:  ONTQMOVIAFKBCE-HHLDKIARSA-N

Alternative Forms

1. Parent:

   

   ALA2364533

   11,17,21-trihydroxy-2R-methyl-4-pregnene-3,20-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 362.51

Molecular Weight (Monoisotopic): 362.2457

AlogP: 2.85

#Rotatable Bonds: 2

Polar Surface Area: 77.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.89

CX LogD: 1.89

Aromatic Rings: ┄

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: 2.42

References

1. Stiefl N, Baumann K..  (2003)  Mapping property distributions of molecular surfaces: algorithm and evaluation of a novel 3D quantitative structure-activity relationship technique.,  46  (8): [PMID:12672239] [10.1021/jm021077w]

2. Silverman BD, Platt DE..  (1996)  Comparative molecular moment analysis (CoMMA): 3D-QSAR without molecular superposition.,  39  (11): [PMID:8667357] [10.1021/jm950589q]

3. Jain AN, Koile K, Chapman D..  (1994)  Compass: predicting biological activities from molecular surface properties. Performance comparisons on a steroid benchmark.,  37  (15): [PMID:8057280] [10.1021/jm00041a010]

4. Kubinyi H, Hamprecht FA, Mietzner T..  (1998)  Three-dimensional quantitative similarity-activity relationships (3D QSiAR) from SEAL similarity matrices.,  41  (14): [PMID:9651159] [10.1021/jm970732a]

5. Crippen GM..  (1997)  Validation of EGSITE2, a mixed integer program for deducing objective site models for experimental binding data.,  40  (20): [PMID:9379435] [10.1021/jm970211n]

6. Pastor M, Cruciani G, McLay I, Pickett S, Clementi S..  (2000)  GRid-INdependent descriptors (GRIND): a novel class of alignment-independent three-dimensional molecular descriptors.,  43  (17): [PMID:10966742] [10.1021/jm000941m]

7. Bodor N, Harget AJ, Phillips EW..  (1983)  Structure-activity relationships in the antiinflammatory steroids: a pattern-recognition approach.,  26  (3): [PMID:6827553] [10.1021/jm00357a003]

8. So SS, Karplus M..  (1997)  Three-dimensional quantitative structure-activity relationships from molecular similarity matrices and genetic neural networks. 1. Method and validations.,  40  (26): [PMID:9435904] [10.1021/jm970487v]

9. Good AC, So SS, Richards WG..  (1993)  Structure-activity relationships from molecular similarity matrices.,  36  (4): [PMID:8474098] [10.1021/jm00056a002]

10. Robinson DD, Winn PJ, Lyne PD, Richards WG..  (1999)  Self-organizing molecular field analysis: a tool for structure-activity studies.,  42  (4): [PMID:10052964] [10.1021/jm9810607]

Source

Source(1):

• Scientific Literature