(4aR,5R,6aR,9S,11aS,11bR,14R)-4,4-Dimethyl-8-methylene-6,7-dioxo-4,4a,5,6,7,8,9,10,11,11a-decahydro-3H-5,11b-(epoxymethano)-6a,9-methanocyclohepta[a]naphthalen-14-yl (E)-3-(Benzofuran-5-yl)acrylate

ID: ALA4639108

Chembl Id: CHEMBL4639108

PubChem CID: 156013412

Max Phase: Preclinical

Molecular Formula: C31H30O6

Molecular Weight: 498.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1C(=O)[C@@]23C(=O)[C@@H]4OC[C@]5(C=CCC(C)(C)[C@@H]45)[C@@H]2CC[C@@H]1[C@H]3OC(=O)/C=C/c1ccc2occc2c1

Standard InChI:  InChI=1S/C31H30O6/c1-17-20-7-9-22-30-13-4-12-29(2,3)25(30)24(36-16-30)27(34)31(22,26(17)33)28(20)37-23(32)10-6-18-5-8-21-19(15-18)11-14-35-21/h4-6,8,10-11,13-15,20,22,24-25,28H,1,7,9,12,16H2,2-3H3/b10-6+/t20-,22-,24+,25+,28+,30+,31+/m0/s1

Standard InChI Key:  GPMWNBOUTDJMAQ-MMGLACFISA-N

Alternative Forms

1. Parent:

   

   ALA4639108

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 498.58

Molecular Weight (Monoisotopic): 498.2042

AlogP: 5.08

#Rotatable Bonds: 3

Polar Surface Area: 82.81

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.56

CX LogD: 5.56

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.25

Np Likeness Score: 2.29

References

1. Yao H, Xie S, Ma X, Liu J, Wu H, Lin A, Yao H, Li D, Xu S, Yang DH, Chen ZS, Xu J..  (2020)  Identification of a Potent Oridonin Analogue for Treatment of Triple-Negative Breast Cancer.,  63  (15): [PMID:32610904] [10.1021/acs.jmedchem.0c00408]

Source

Source(1):

• Scientific Literature