(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-(Pyridin-2-yl)acrylate

ID: ALA4634560

Chembl Id: CHEMBL4634560

PubChem CID: 156009595

Max Phase: Preclinical

Molecular Formula: C28H29NO5

Molecular Weight: 459.54

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/c1ccccn1

Standard InChI:  InChI=1S/C28H29NO5/c1-16-18-9-10-19-27-13-6-12-26(2,3)22(27)21(33-15-27)24(32)28(19,23(16)31)25(18)34-20(30)11-8-17-7-4-5-14-29-17/h4-8,11,13-14,18-19,21-22,25H,1,9-10,12,15H2,2-3H3/b11-8+/t18-,19-,21+,22+,25+,27+,28+/m0/s1

Standard InChI Key:  WAOXWORICMXMQR-YVHGLXSASA-N

Alternative Forms

1. Parent:

   

   ALA4634560

   ---

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: 459.54

Molecular Weight (Monoisotopic): 459.2046

AlogP: 3.73

#Rotatable Bonds: 3

Polar Surface Area: 82.56

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.42

CX LogP: 4.42

CX LogD: 4.42

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: 1.94

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