(S)-3-((3-aminophenyl)ethynyl)-5-(1-methoxypropan-2-yloxy)-N-(1-methyl-1H-pyrazol-3-yl)benzamide

ID: ALA3577723

Chembl Id: CHEMBL3577723

PubChem CID: 78319009

Max Phase: Preclinical

Molecular Formula: C23H24N4O3

Molecular Weight: 404.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC[C@H](C)Oc1cc(C#Cc2cccc(N)c2)cc(C(=O)Nc2ccn(C)n2)c1

Standard InChI:  InChI=1S/C23H24N4O3/c1-16(15-29-3)30-21-13-18(8-7-17-5-4-6-20(24)12-17)11-19(14-21)23(28)25-22-9-10-27(2)26-22/h4-6,9-14,16H,15,24H2,1-3H3,(H,25,26,28)/t16-/m0/s1

Standard InChI Key:  JJZHLHHSBFBDFN-INIZCTEOSA-N

Alternative Forms

1. Parent:

   

   ALA3577723

   3-[2-(3-aminophenyl)ethynyl]-5-[(2S)-1-methoxypropan-2-yl]oxy-N-(1-methylpyrazol-3-yl)benzamide

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: 404.47

Molecular Weight (Monoisotopic): 404.1848

AlogP: 3.07

#Rotatable Bonds: 6

Polar Surface Area: 91.40

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.61

CX Basic pKa: 3.72

CX LogP: 3.59

CX LogD: 3.59

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.49

Np Likeness Score: -1.58

References

1. Park K, Lee BM, Hyun KH, Han T, Lee DH, Choi HH..  (2015)  Design and Synthesis of Acetylenyl Benzamide Derivatives as Novel Glucokinase Activators for the Treatment of T2DM.,  6  (3): [PMID:25815149] [10.1021/ml5004712]

Source

Source(1):

• Scientific Literature