cis-(1R,2S)-2-amino-N-((R)-1-((S)-4-(4-chlorophenyl)-4-hydroxy-3,3-dimethylpiperidin-1-yl)-3-methyl-1-oxobutan-2-yl)cyclopentanecarboxamide

ID: ALA2398724

Chembl Id: CHEMBL2398724

PubChem CID: 71681399

Max Phase: Preclinical

Molecular Formula: C24H36ClN3O3

Molecular Weight: 450.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H](NC(=O)[C@@H]1CCC[C@@H]1N)C(=O)N1CC[C@](O)(c2ccc(Cl)cc2)C(C)(C)C1

Standard InChI:  InChI=1S/C24H36ClN3O3/c1-15(2)20(27-21(29)18-6-5-7-19(18)26)22(30)28-13-12-24(31,23(3,4)14-28)16-8-10-17(25)11-9-16/h8-11,15,18-20,31H,5-7,12-14,26H2,1-4H3,(H,27,29)/t18-,19+,20-,24+/m1/s1

Standard InChI Key:  NNHDILPNEWHAFE-ZSTWQFLISA-N

Alternative Forms

1. Parent:

   

   ALA2398724

   (1R,2S)-2-amino-N-[(2R)-1-[(4S)-4-(4-chlorophenyl)-4-hydroxy-3,3-dimethylpiperidin-1-yl]-3-methyl-1-oxobutan-2-yl]cyclopentane-1-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: 450.02

Molecular Weight (Monoisotopic): 449.2445

AlogP: 3.05

#Rotatable Bonds: 5

Polar Surface Area: 95.66

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.72

CX Basic pKa: 9.40

CX LogP: 2.64

CX LogD: 0.67

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.64

Np Likeness Score: -0.04

References

1. 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