(3S,10R,13S)-17-((S)-2-Hydroxy-1-methyl-pent-4-ynyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

ID: ALA2115558

Chembl Id: CHEMBL2115558

PubChem CID: 71452820

Max Phase: Preclinical

Molecular Formula: C25H38O2

Molecular Weight: 370.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CC[C@@H](O)C(C)C1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C25H38O2/c1-5-6-23(27)16(2)20-9-10-21-19-8-7-17-15-18(26)11-13-24(17,3)22(19)12-14-25(20,21)4/h1,7,16,18-23,26-27H,6,8-15H2,2-4H3/t16?,18-,19-,20?,21-,22-,23+,24-,25+/m0/s1

Standard InChI Key:  VUUJMKGRWFJJGG-NAHVZDOCSA-N

Alternative Forms

1. Parent:

   

   ALA2115558

   (3S,8S,9S,10R,13S,14S)-17-[(3R)-3-hydroxyhex-5-yn-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

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: 370.58

Molecular Weight (Monoisotopic): 370.2872

AlogP: 4.95

#Rotatable Bonds: 3

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.27

CX LogD: 4.27

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.55

Np Likeness Score: 2.55

References

1. Mauvais A, Hetru C, Luu B.  (1993)  Synthesis of ecdysteroid inhibitors of ecdysone biosynthesis. Inhibition of the C-25 hydroxylation.,  3  (10): [10.1016/S0960-894X(01)80993-8]

Source

Source(1):

• Scientific Literature