(1-tert-butyl-3-(2,4-dichlorophenyl)-5-hydroxy-1H-pyrazol-4-yl)(2-chloro-4-(methylsulfonyl)phenyl)methanone

ID: ALA1230467

Chembl Id: CHEMBL1230467

PubChem CID: 5287539

Max Phase: Preclinical

Molecular Formula: C21H19Cl3N2O4S

Molecular Weight: 501.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)n1nc(-c2ccc(Cl)cc2Cl)c(C(=O)c2ccc(S(C)(=O)=O)cc2Cl)c1O

Standard InChI:  InChI=1S/C21H19Cl3N2O4S/c1-21(2,3)26-20(28)17(18(25-26)13-7-5-11(22)9-15(13)23)19(27)14-8-6-12(10-16(14)24)31(4,29)30/h5-10,28H,1-4H3

Standard InChI Key:  HVZVWLVEDDWLOA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1230467

   2-tert-butyl-4-(2-chloro-4-methylsulfonylbenzoyl)-5-(2,4-dichlorophenyl)-1H-pyrazol-3-one

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: 501.82

Molecular Weight (Monoisotopic): 500.0131

AlogP: 5.61

#Rotatable Bonds: 4

Polar Surface Area: 89.26

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.84

CX Basic pKa: 1.32

CX LogP: 6.04

CX LogD: 4.49

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.47

Np Likeness Score: -1.36

References

1. Yang C, Pflugrath JW, Camper DL, Foster ML, Pernich DJ, Walsh TA..  (2004)  Structural basis for herbicidal inhibitor selectivity revealed by comparison of crystal structures of plant and mammalian 4-hydroxyphenylpyruvate dioxygenases.,  43  (32): [PMID:15301540] [10.1021/bi049323o]

2. Santucci A, Bernardini G, Braconi D, Petricci E, Manetti F..  (2017)  4-Hydroxyphenylpyruvate Dioxygenase and Its Inhibition in Plants and Animals: Small Molecules as Herbicides and Agents for the Treatment of Human Inherited Diseases.,  60  (10): [PMID:28128559] [10.1021/acs.jmedchem.6b01395]

Source

Source(1):

• Scientific Literature