(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-(Thiophen-3-yl)acrylate

ID: ALA4643868

Chembl Id: CHEMBL4643868

PubChem CID: 156017708

Max Phase: Preclinical

Molecular Formula: C27H28O5S

Molecular Weight: 464.58

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/c1ccsc1

Standard InChI:  InChI=1S/C27H28O5S/c1-15-17-6-7-18-26-11-4-10-25(2,3)21(26)20(31-14-26)23(30)27(18,22(15)29)24(17)32-19(28)8-5-16-9-12-33-13-16/h4-5,8-9,11-13,17-18,20-21,24H,1,6-7,10,14H2,2-3H3/b8-5+/t17-,18-,20+,21+,24+,26+,27+/m0/s1

Standard InChI Key:  PYIUEKNYBXGPIL-QSVDGEKNSA-N

Alternative Forms

1. Parent:

   

   ALA4643868

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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: 464.58

Molecular Weight (Monoisotopic): 464.1657

AlogP: 4.39

#Rotatable Bonds: 3

Polar Surface Area: 69.67

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.18

CX LogD: 5.18

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.29

Np Likeness Score: 1.88

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