(R)-N-(1-(4-(4-Chlorophenyl)piperidin-1-yl)-3-methyl-1-oxobutan-2-yl)benzamide

ID: ALA2180528

Chembl Id: CHEMBL2180528

PubChem CID: 24758044

Max Phase: Preclinical

Molecular Formula: C23H27ClN2O2

Molecular Weight: 398.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H](NC(=O)c1ccccc1)C(=O)N1CCC(c2ccc(Cl)cc2)CC1

Standard InChI:  InChI=1S/C23H27ClN2O2/c1-16(2)21(25-22(27)19-6-4-3-5-7-19)23(28)26-14-12-18(13-15-26)17-8-10-20(24)11-9-17/h3-11,16,18,21H,12-15H2,1-2H3,(H,25,27)/t21-/m1/s1

Standard InChI Key:  TYQNFWIJWOXJPV-OAQYLSRUSA-N

Alternative Forms

1. Parent:

   

   ALA2180528

   (R)-N-(1-(4-(4-Chlorophenyl)piperidin-1-yl)-3-methyl-1-oxobutan-2-yl)benzamide

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: 398.93

Molecular Weight (Monoisotopic): 398.1761

AlogP: 4.50

#Rotatable Bonds: 5

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.50

CX LogD: 4.50

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.81

Np Likeness Score: -1.08

References

1. Cavallaro CL, Briceno S, Chen J, Cvijic ME, Davies P, Hynes J, Liu RQ, Mandlekar S, Rose AV, Tebben AJ, Van Kirk K, Watson A, Wu H, Yang G, Carter PH..  (2012)  Discovery and lead optimization of a novel series of CC chemokine receptor 1 (CCR1)-selective piperidine antagonists via parallel synthesis.,  55  (22): [PMID:23075267] [10.1021/jm300896d]

2. Gardner DS, Santella JB, Duncia JV, Carter PH, Dhar TG, Wu H, Guo W, Cavallaro C, Van Kirk K, Yarde M, Briceno SW, Grafstrom RR, Liu R, Patel SR, Tebben AJ, Camac D, Khan J, Watson A, Yang G, Rose A, Foster WR, Cvijic ME, Davies P, Hynes J..  (2013)  The discovery of BMS-457, a potent and selective CCR1 antagonist.,  23  (13): [PMID:23707259] [10.1016/j.bmcl.2013.04.079]

Source

Source(1):

• Scientific Literature