26-Methylcholesta-4,25(26)-dien-3-one

ID: ALA2048329

Chembl Id: CHEMBL2048329

PubChem CID: 70692574

Max Phase: Preclinical

Molecular Formula: C28H44O

Molecular Weight: 396.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC=C(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C28H44O/c1-6-19(2)8-7-9-20(3)24-12-13-25-23-11-10-21-18-22(29)14-16-27(21,4)26(23)15-17-28(24,25)5/h6,10,20,23-26H,7-9,11-18H2,1-5H3/t20-,23+,24-,25+,26+,27+,28-/m1/s1

Standard InChI Key:  GRGRQBJCWMGSMJ-QVMRCSLBSA-N

Alternative Forms

1. Parent:

   

   ALA2048329

   (8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methyloct-6-en-2-yl]-1,2,4,7,8,9,11,12,14,15,16,17-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: 396.66

Molecular Weight (Monoisotopic): 396.3392

AlogP: 7.91

#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: 7.36

CX LogD: 7.36

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.43

Np Likeness Score: 2.80

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