N-(5-(4-chlorophenyl)-1H-imidazol-2-yl)-2-(difluoromethyl)-5-(isobutyramidomethyl)benzamide

ID: ALA3758953

Chembl Id: CHEMBL3758953

PubChem CID: 118987004

Max Phase: Preclinical

Molecular Formula: C22H21ClF2N4O2

Molecular Weight: 446.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C(=O)NCc1ccc(C(F)F)c(C(=O)Nc2ncc(-c3ccc(Cl)cc3)[nH]2)c1

Standard InChI:  InChI=1S/C22H21ClF2N4O2/c1-12(2)20(30)26-10-13-3-8-16(19(24)25)17(9-13)21(31)29-22-27-11-18(28-22)14-4-6-15(23)7-5-14/h3-9,11-12,19H,10H2,1-2H3,(H,26,30)(H2,27,28,29,31)

Standard InChI Key:  WMRBMFOTNQIZHQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3758953

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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: 446.89

Molecular Weight (Monoisotopic): 446.1321

AlogP: 5.19

#Rotatable Bonds: 7

Polar Surface Area: 86.88

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.05

CX Basic pKa: 3.27

CX LogP: 4.38

CX LogD: 4.38

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.47

Np Likeness Score: -1.40

References

1. Schiffler MA, Antonysamy S, Bhattachar SN, Campanale KM, Chandrasekhar S, Condon B, Desai PV, Fisher MJ, Groshong C, Harvey A, Hickey MJ, Hughes NE, Jones SA, Kim EJ, Kuklish SL, Luz JG, Norman BH, Rathmell RE, Rizzo JR, Seng TW, Thibodeaux SJ, Woods TA, York JS, Yu XP..  (2016)  Discovery and Characterization of 2-Acylaminoimidazole Microsomal Prostaglandin E Synthase-1 Inhibitors.,  59  (1): [PMID:26653180] [10.1021/acs.jmedchem.5b01249]

Source

Source(1):

• Scientific Literature