5-((3S,10S,13R,17S)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2H-pyran-2-one

ID: ALA5272266

Chembl Id: CHEMBL5272266

Max Phase: Preclinical

Molecular Formula: C24H32O3

Molecular Weight: 368.52

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@H](O)CC1CCC1C3=CC[C@H](c4ccc(=O)oc4)[C@@]3(C)CCC12

Standard InChI:  InChI=1S/C24H32O3/c1-23-11-9-17(25)13-16(23)4-5-18-20-7-6-19(15-3-8-22(26)27-14-15)24(20,2)12-10-21(18)23/h3,7-8,14,16-19,21,25H,4-6,9-13H2,1-2H3/t16?,17-,18?,19+,21?,23-,24+/m0/s1

Standard InChI Key:  LPARRDGBTTTYTR-SJVSZTHWSA-N

Alternative Forms

1. Parent:

   

   ALA5272266

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 368.52

Molecular Weight (Monoisotopic): 368.2351

AlogP: 5.05

#Rotatable Bonds: 1

Polar Surface Area: 50.44

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.95

CX LogD: 3.95

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.71

Np Likeness Score: 3.07

References

1. Zhong Y, Zhao C, Wu WY, Fan TY, Li NG, Chen M, Duan JA, Shi ZH..  (2020)  Total synthesis, chemical modification and structure-activity relationship of bufadienolides.,  189  [PMID:31945667] [10.1016/j.ejmech.2020.112038]

Source

Source(1):

• Scientific Literature