2-Hydroxy-1-(3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethanone (Hydroxypregnenolone)

ID: ALA92890

Chembl Id: CHEMBL92890

Cas Number: 570-52-5

PubChem CID: 101773

Max Phase: Preclinical

Molecular Formula: C21H34O3

Molecular Weight: 334.50

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 17-hydroxypregnenolone | 570-52-5|17alpha-Hydroxypregnanolone|3alpha,17alpha-Dihydroxy-5beta-pregnan-20-one|CHEBI:34353|1-[(3R,5R,8R,9S,10S,13S,14S,17R)-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethanone|17-alpha-Hydroxypregnanolone|NSC 52759|5beta-Pregnan-20-one, 3alpha,17alpha-dihydroxy-|3-alpha,17-alpha-Dihydroxy-5-beta-pregnan-20-one|5-Alpha-pregnan-3-alpha, 17-diol-20-one|3.alpha.,17.alpha.-Dihydroxy-5.beta.-pregnan-20-one|CHShow More⌵

Canonical SMILES:  CC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C

Standard InChI:  InChI=1S/C21H34O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h14-18,23-24H,4-12H2,1-3H3/t14-,15-,16-,17+,18+,19+,20+,21+/m1/s1

Standard InChI Key:  LKQDFQLSEHWIRK-UKBVDAKRSA-N

Alternative Forms

1. Parent:

   

   ALA92890

   HYDROXYPREGNENOLONE

Molecule Features

Natural Product: Yes

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: 334.50

Molecular Weight (Monoisotopic): 334.2508

AlogP: 3.71

#Rotatable Bonds: 1

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.70

CX Basic pKa: ┄

CX LogP: 3.24

CX LogD: 3.24

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: 2.22

References

1. Dunn WJ, Koehler MG, Grigoras S..  (1987)  The role of solvent-accessible surface area in determining partition coefficients.,  30  (7): [PMID:3599019] [10.1021/jm00390a002]

2. 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]

3. 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]

4. 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]

5. 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]

6. Tukey RH, Strassburg CP..  (2000)  Human UDP-glucuronosyltransferases: metabolism, expression, and disease.,  40  (1): [PMID:10836148] [10.1146/annurev.pharmtox.40.1.581]

Source

Source(1):

• Scientific Literature