1-(5-chloro-2-methoxybenzyl)-N-(4-methoxyphenyl)-5-(4-methyl-2-pivalamidothiazol-5-yl)-1H-pyrazole-3-carboxamide

ID: ALA1098499

PubChem CID: 46888150

Max Phase: Preclinical

Molecular Formula: C28H30ClN5O4S

Molecular Weight: 568.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)c2cc(-c3sc(NC(=O)C(C)(C)C)nc3C)n(Cc3cc(Cl)ccc3OC)n2)cc1

Standard InChI:  InChI=1S/C28H30ClN5O4S/c1-16-24(39-27(30-16)32-26(36)28(2,3)4)22-14-21(25(35)31-19-8-10-20(37-5)11-9-19)33-34(22)15-17-13-18(29)7-12-23(17)38-6/h7-14H,15H2,1-6H3,(H,31,35)(H,30,32,36)

Standard InChI Key:  XFVIVPVOVWFIKG-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1098499

   1-[(5-chloro-2-methoxyphenyl)methyl]-5-[2-(2,2-dimethylpropanoylamino)-4-methyl-1,3-thiazol-5-yl]-N-(4-methoxyphenyl)pyrazole-3-carboxamide

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: 568.10

Molecular Weight (Monoisotopic): 567.1707

AlogP: 6.27

#Rotatable Bonds: 8

Polar Surface Area: 107.37

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.91

CX Basic pKa: ┄

CX LogP: 5.97

CX LogD: 5.86

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.26

Np Likeness Score: -1.83

References

1. Ye L, Knapp JM, Sangwung P, Fettinger JC, Verkman AS, Kurth MJ..  (2010)  Pyrazolylthiazole as DeltaF508-cystic fibrosis transmembrane conductance regulator correctors with improved hydrophilicity compared to bithiazoles.,  53  (9): [PMID:20373765] [10.1021/jm100235h]

Source

Source(1):

• Scientific Literature