27-Norcholesta-4,25-dien-3-one

ID: ALA2048331

Chembl Id: CHEMBL2048331

PubChem CID: 70690408

Max Phase: Preclinical

Molecular Formula: C26H40O

Molecular Weight: 368.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C26H40O/c1-5-6-7-8-18(2)22-11-12-23-21-10-9-19-17-20(27)13-15-25(19,3)24(21)14-16-26(22,23)4/h5,17-18,21-24H,1,6-16H2,2-4H3/t18-,21+,22-,23+,24+,25+,26-/m1/s1

Standard InChI Key:  FQUWAGBGFJRPDJ-GHSKVMHMSA-N

Alternative Forms

1. Parent:

   

   ALA2048331

   (8S,9S,10R,13R,14S,17R)-17-[(2R)-hept-6-en-2-yl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

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: 368.61

Molecular Weight (Monoisotopic): 368.3079

AlogP: 7.13

#Rotatable Bonds: 5

Polar Surface Area: 17.07

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.09

CX LogD: 7.09

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.37

Np Likeness Score: 2.50

References

1. Johnston JB, Singh AA, Clary AA, Chen CK, Hayes PY, Chow S, De Voss JJ, Ortiz de Montellano PR..  (2012)  Substrate analog studies of the ω-regiospecificity of Mycobacterium tuberculosis cholesterol metabolizing cytochrome P450 enzymes CYP124A1, CYP125A1 and CYP142A1.,  20  (13): [PMID:22647881] [10.1016/j.bmc.2012.05.003]

Source

Source(1):

• Scientific Literature