(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-(Pyrimidin-5-yl)acrylate

ID: ALA4636047

Chembl Id: CHEMBL4636047

PubChem CID: 156014148

Max Phase: Preclinical

Molecular Formula: C27H28N2O5

Molecular Weight: 460.53

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/c1cncnc1

Standard InChI:  InChI=1S/C27H28N2O5/c1-15-17-6-7-18-26-10-4-9-25(2,3)21(26)20(33-13-26)23(32)27(18,22(15)31)24(17)34-19(30)8-5-16-11-28-14-29-12-16/h4-5,8,10-12,14,17-18,20-21,24H,1,6-7,9,13H2,2-3H3/b8-5+/t17-,18-,20+,21+,24+,26+,27+/m0/s1

Standard InChI Key:  XVFXUSAJWNBFHD-QSVDGEKNSA-N

Alternative Forms

1. Parent:

   

   ALA4636047

   ---

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: 460.53

Molecular Weight (Monoisotopic): 460.1998

AlogP: 3.12

#Rotatable Bonds: 3

Polar Surface Area: 95.45

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.36

CX LogP: 3.48

CX LogD: 3.48

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: 2.10

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