4-Hydroxy-3-{2-[2-(3-trifluoromethyl-3H-diazirin-3-yl)-phenoxy]-acetylamino}-benzoic acid prop-2-ynyl ester

ID: ALA3359148

Chembl Id: CHEMBL3359148

PubChem CID: 118723286

Max Phase: Preclinical

Molecular Formula: C20H14F3N3O5

Molecular Weight: 433.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCOC(=O)c1ccc(O)c(NC(=O)COc2ccccc2C2(C(F)(F)F)N=N2)c1

Standard InChI:  InChI=1S/C20H14F3N3O5/c1-2-9-30-18(29)12-7-8-15(27)14(10-12)24-17(28)11-31-16-6-4-3-5-13(16)19(25-26-19)20(21,22)23/h1,3-8,10,27H,9,11H2,(H,24,28)

Standard InChI Key:  NZYSOVOOHVAMML-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3359148

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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

Calculated Properties

Molecular Weight: 433.34

Molecular Weight (Monoisotopic): 433.0886

AlogP: 3.38

#Rotatable Bonds: 7

Polar Surface Area: 109.58

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.77

CX Basic pKa: ┄

CX LogP: 3.95

CX LogD: 3.79

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.40

Np Likeness Score: -1.04

References

1. Naik R, Won M, Ban HS, Bhattarai D, Xu X, Eo Y, Hong YS, Singh S, Choi Y, Ahn HC, Lee K..  (2014)  Synthesis and structure-activity relationship study of chemical probes as hypoxia induced factor-1α/malate dehydrogenase 2 inhibitors.,  57  (22): [PMID:25356789] [10.1021/jm501241g]

Source

Source(1):

• Scientific Literature