3-(4-Methanesulfonylphenoxy)-N-[1-(2-methoxyethoxymethyl)-1H-pyrazol-3-yl]-5-(3-methylpyridin-2-yl)-benzamide

ID: ALA3235164

Chembl Id: CHEMBL3235164

PubChem CID: 77107273

Max Phase: Preclinical

Molecular Formula: C27H28N4O6S

Molecular Weight: 536.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCOCn1ccc(NC(=O)c2cc(Oc3ccc(S(C)(=O)=O)cc3)cc(-c3ncccc3C)c2)n1

Standard InChI:  InChI=1S/C27H28N4O6S/c1-19-5-4-11-28-26(19)20-15-21(27(32)29-25-10-12-31(30-25)18-36-14-13-35-2)17-23(16-20)37-22-6-8-24(9-7-22)38(3,33)34/h4-12,15-17H,13-14,18H2,1-3H3,(H,29,30,32)

Standard InChI Key:  YREXUDMRKQYWKW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3235164

   N-[1-(2-methoxyethoxymethyl)pyrazol-3-yl]-3-(3-methylpyridin-2-yl)-5-(4-methylsulfonylphenoxy)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: 536.61

Molecular Weight (Monoisotopic): 536.1730

AlogP: 4.32

#Rotatable Bonds: 11

Polar Surface Area: 121.64

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.40

CX Basic pKa: 4.74

CX LogP: 3.77

CX LogD: 3.77

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.28

Np Likeness Score: -1.64

References

1. Park K, Lee BM, Hyun KH, Lee DH, Choi HH, Kim H, Chong W, Kim KB, Nam SY..  (2014)  Discovery of 3-(4-methanesulfonylphenoxy)-N-[1-(2-methoxy-ethoxymethyl)-1H-pyrazol-3-yl]-5-(3-methylpyridin-2-yl)-benzamide as a novel glucokinase activator (GKA) for the treatment of type 2 diabetes mellitus.,  22  (7): [PMID:24588963] [10.1016/j.bmc.2014.02.009]

Source

Source(1):

• Scientific Literature