ID: ALA4087903

Max Phase: Preclinical

Molecular Formula: C27H33NO5

Molecular Weight: 451.56

Molecule Type: Small molecule

Representations

Canonical SMILES:  C#CCOc1ccc(C(=O)OC)cc1NC(=O)COc1ccc(C(C)(C)CC(C)(C)C)cc1

Standard InChI:  InChI=1S/C27H33NO5/c1-8-15-32-23-14-9-19(25(30)31-7)16-22(23)28-24(29)17-33-21-12-10-20(11-13-21)27(5,6)18-26(2,3)4/h1,9-14,16H,15,17-18H2,2-7H3,(H,28,29)

Standard InChI Key:  YJDWUKWPEJYHKU-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 451.56

Molecular Weight (Monoisotopic): 451.2359

AlogP: 5.22

#Rotatable Bonds: 9

Polar Surface Area: 73.86

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.42

CX Basic pKa:

CX LogP: 5.82

CX LogD: 5.82

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.42

Np Likeness Score: -1.48

References

1. Naik R, Ban HS, Jang K, Kim I, Xu X, Harmalkar D, Shin SA, Kim M, Kim BK, Park J, Ku B, Oh S, Won M, Lee K..  (2017)  Methyl 3-(3-(4-(2,4,4-Trimethylpentan-2-yl)phenoxy)-propanamido)benzoate as a Novel and Dual Malate Dehydrogenase (MDH) 1/2 Inhibitor Targeting Cancer Metabolism.,  60  (20): [PMID:28991459] [10.1021/acs.jmedchem.7b01231]

Source

Source(1):

• Scientific Literature