(R)-4-(benzo[b]thiophen-2-yl)-N2-(3-methylbutan-2-yl)-N6-(2-(pyridin-2-yl)ethyl)pyridine-2,6-dicarboxamide

ID: ALA2204366

Chembl Id: CHEMBL2204366

PubChem CID: 71450426

Max Phase: Preclinical

Molecular Formula: C27H28N4O2S

Molecular Weight: 472.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H](C)NC(=O)c1cc(-c2cc3ccccc3s2)cc(C(=O)NCCc2ccccn2)n1

Standard InChI:  InChI=1S/C27H28N4O2S/c1-17(2)18(3)30-27(33)23-15-20(25-16-19-8-4-5-10-24(19)34-25)14-22(31-23)26(32)29-13-11-21-9-6-7-12-28-21/h4-10,12,14-18H,11,13H2,1-3H3,(H,29,32)(H,30,33)/t18-/m1/s1

Standard InChI Key:  UAXRKPNQPBCKPS-GOSISDBHSA-N

Alternative Forms

1. Parent:

   

   ALA2204366

   4-(1-benzothiophen-2-yl)-6-N-[(2R)-3-methylbutan-2-yl]-2-N-(2-pyridin-2-ylethyl)pyridine-2,6-dicarboxamide

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: 472.61

Molecular Weight (Monoisotopic): 472.1933

AlogP: 5.11

#Rotatable Bonds: 8

Polar Surface Area: 83.98

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.99

CX Basic pKa: 4.55

CX LogP: 4.68

CX LogD: 4.68

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.37

Np Likeness Score: -1.46

References

1. Zhou L, Kawate T, Liu X, Kim YB, Zhao Y, Feng G, Banerji J, Nash H, Whitehurst C, Jindal S, Siddiqui A, Seed B, Wolfe JL..  (2012)  STAT6 phosphorylation inhibitors block eotaxin-3 secretion in bronchial epithelial cells.,  20  (2): [PMID:22217933] [10.1016/j.bmc.2011.12.006]

Source

Source(1):

• Scientific Literature