9-Fluoro-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: ALA93948

Chembl Id: CHEMBL93948

Cas Number: 432-34-8

PubChem CID: 101674

Max Phase: Preclinical

Molecular Formula: C22H31FO5

Molecular Weight: 394.48

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 11beta,17,21-trihydroxy-2alpha-methyl-9alphafluoro-4-pregnene-3,20-dione | 2alpha-Methyl-9alpha-fluorocortisol|432-34-8|L90OTL9FG0|CHEMBL93948|(2R,8S,9R,10S,11S,13S,14S,17R)-9-fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-2,10,13-trimethyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one|11beta,17,21-trihydroxy-2alpha-methyl-9alphafluoro-4-pregnene-3,20-dione|UNII-L90OTL9FG0|SCHEMBL3685514|BDBM50474604|Pregn-4-ene-3,20-dione, 9-fluoro-11,17,21-trihydroxy-2-methyl-, (2.alpha.,11.betShow More⌵

Canonical SMILES:  C[C@@H]1C[C@@]2(C)C(=CC1=O)CC[C@H]1[C@@H]3CC[C@](O)(C(=O)CO)[C@@]3(C)C[C@H](O)[C@@]12F

Standard InChI:  InChI=1S/C22H31FO5/c1-12-9-19(2)13(8-16(12)25)4-5-15-14-6-7-21(28,18(27)11-24)20(14,3)10-17(26)22(15,19)23/h8,12,14-15,17,24,26,28H,4-7,9-11H2,1-3H3/t12-,14+,15+,17+,19+,20+,21+,22+/m1/s1

Standard InChI Key:  YUCOGNZKLOYCGL-CPEVGGJCSA-N

Alternative Forms

1. Parent:

   

   ALA93948

   2alpha-Methyl-9alpha-fluorocortisol

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: 394.48

Molecular Weight (Monoisotopic): 394.2156

AlogP: 2.12

#Rotatable Bonds: 2

Polar Surface Area: 94.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.55

CX Basic pKa: ┄

CX LogP: 1.86

CX LogD: 1.86

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.67

Np Likeness Score: 2.04

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. Kotani T, Higashiura K..  (2004)  Comparative molecular active site analysis (CoMASA). 1. An approach to rapid evaluation of 3D QSAR.,  47  (11): [PMID:15139751] [10.1021/jm030364c]

6. 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]

7. 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]

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. 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