(S)-5-oxo-3-((E)-2-((1R,2S,4aR,4bS,8aS)-1,2,4b,8,8-pentamethyl-1,2,3,4,4a,4b,5,6,7,8,8a,9-dodecahydrophenanthren-1-yl)vinyl)-2,5-dihydrofuran-2-yl acetate

ID: ALA5284503

Chembl Id: CHEMBL5284503

Max Phase: Preclinical

Molecular Formula: C27H38O4

Molecular Weight: 426.60

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1OC(=O)C=C1/C=C/[C@]1(C)C2=CC[C@H]3C(C)(C)CCC[C@]3(C)[C@H]2CC[C@@H]1C

Standard InChI:  InChI=1S/C27H38O4/c1-17-8-9-21-20(10-11-22-25(3,4)13-7-14-27(21,22)6)26(17,5)15-12-19-16-23(29)31-24(19)30-18(2)28/h10,12,15-17,21-22,24H,7-9,11,13-14H2,1-6H3/b15-12+/t17-,21-,22-,24-,26-,27+/m0/s1

Standard InChI Key:  DMQYWAYXRXVWGN-LGBGWXSOSA-N

Alternative Forms

1. Parent:

   

   ALA5284503

   ---

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: 426.60

Molecular Weight (Monoisotopic): 426.2770

AlogP: 6.13

#Rotatable Bonds: 3

Polar Surface Area: 52.60

Molecular Species: ACID

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.44

CX Basic pKa: ┄

CX LogP: 6.05

CX LogD: 5.05

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.40

Np Likeness Score: 3.02

References

1. Xu J, Wang M, Liu Z, Zhang W, Ma J, Li G, Li P..  (2023)  Terpenoids from the Sponge Sarcotragus sp. Collected in the South China Sea.,  86  (2.0): [PMID:36734533] [10.1021/acs.jnatprod.2c00937]

Source

Source(1):

• Scientific Literature