N-(2-((R)-1-(trans-4-Hydroxy-4-p-tolylcyclohexyl)pyrrolidin-3-ylamino)-2-oxoethyl)-3-(trifluoromethyl)benzamide

ID: ALA1951766

Chembl Id: CHEMBL1951766

PubChem CID: 57402219

Max Phase: Preclinical

Molecular Formula: C27H32F3N3O3

Molecular Weight: 503.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc([C@]2(O)CC[C@H](N3CC[C@@H](NC(=O)CNC(=O)c4cccc(C(F)(F)F)c4)C3)CC2)cc1

Standard InChI:  InChI=1S/C27H32F3N3O3/c1-18-5-7-20(8-6-18)26(36)12-9-23(10-13-26)33-14-11-22(17-33)32-24(34)16-31-25(35)19-3-2-4-21(15-19)27(28,29)30/h2-8,15,22-23,36H,9-14,16-17H2,1H3,(H,31,35)(H,32,34)/t22-,23-,26-/m1/s1

Standard InChI Key:  YKSPNNYIWLFVCY-JQYIIUTOSA-N

Alternative Forms

1. Parent:

   

   ALA1951766

   N-[2-[[(3R)-1-[4-hydroxy-4-(4-methylphenyl)cyclohexyl]pyrrolidin-3-yl]amino]-2-oxoethyl]-3-(trifluoromethyl)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: 503.57

Molecular Weight (Monoisotopic): 503.2396

AlogP: 3.76

#Rotatable Bonds: 6

Polar Surface Area: 81.67

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.89

CX Basic pKa: 8.83

CX LogP: 3.36

CX LogD: 1.92

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.56

Np Likeness Score: -1.14

References

1. Xue CB, Feng H, Cao G, Huang T, Glenn J, Anand R, Meloni D, Zhang K, Kong L, Wang A, Zhang Y, Zheng C, Xia M, Chen L, Tanaka H, Han Q, Robinson DJ, Modi D, Storace L, Shao L, Sharief V, Li M, Galya LG, Covington M, Scherle P, Diamond S, Emm T, Yeleswaram S, Contel N, Vaddi K, Newton R, Hollis G, Friedman S, Metcalf B..  (2011)  Discovery of INCB3284, a Potent, Selective, and Orally Bioavailable hCCR2 Antagonist.,  2  (6): [PMID:24900329] [10.1021/ml200030q]

Source

Source(1):

• Scientific Literature