4-amino-5-chloro-6-ethoxy-pyridine-2-carboxylic acid 4-methanesulfonyl-benzylamide

ID: ALA377383

Chembl Id: CHEMBL377383

Cas Number: 904311-45-1

PubChem CID: 16007116

Max Phase: Preclinical

Molecular Formula: C16H18ClN3O4S

Molecular Weight: 383.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1nc(C(=O)NCc2ccc(S(C)(=O)=O)cc2)cc(N)c1Cl

Standard InChI:  InChI=1S/C16H18ClN3O4S/c1-3-24-16-14(17)12(18)8-13(20-16)15(21)19-9-10-4-6-11(7-5-10)25(2,22)23/h4-8H,3,9H2,1-2H3,(H2,18,20)(H,19,21)

Standard InChI Key:  ZVDDPXIWKBBCQE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA377383

   4-Amino-5-chloro-6-ethoxy-N-(4-(methylsulfonyl)benzyl)picolinamide

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: 383.86

Molecular Weight (Monoisotopic): 383.0707

AlogP: 2.05

#Rotatable Bonds: 6

Polar Surface Area: 111.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.29

CX LogP: 1.35

CX LogD: 1.35

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.79

Np Likeness Score: -1.43

References

1. Zhao H, Serby MD, Xin Z, Szczepankiewicz BG, Liu M, Kosogof C, Liu B, Nelson LT, Johnson EF, Wang S, Pederson T, Gum RJ, Clampit JE, Haasch DL, Abad-Zapatero C, Fry EH, Rondinone C, Trevillyan JM, Sham HL, Liu G..  (2006)  Discovery of potent, highly selective, and orally bioavailable pyridine carboxamide c-Jun NH2-terminal kinase inhibitors.,  49  (15): [PMID:16854050] [10.1021/jm060465l]

2. Liu G, Zhao H, Liu B, Xin Z, Liu M, Serby MD, Lubbers NL, Widomski DL, Polakowski JS, Beno DW, Trevillyan JM, Sham HL..  (2007)  Hemodynamic effects of potent and selective JNK inhibitors in anesthetized rats: implication for targeting protein kinases in metabolic diseases.,  17  (2): [PMID:17055723] [10.1016/j.bmcl.2006.10.013]

3. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays