(R)-N-(2-(1-(2-(1-(3,5-dimethylbenzoyl)piperidin-4-yl)ethyl)pyrrolidin-3-ylamino)-2-oxoethyl)-3-(trifluoromethyl)benzamide

ID: ALA1092632

PubChem CID: 46842083

Max Phase: Preclinical

Molecular Formula: C30H37F3N4O3

Molecular Weight: 558.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)cc(C(=O)N2CCC(CCN3CC[C@@H](NC(=O)CNC(=O)c4cccc(C(F)(F)F)c4)C3)CC2)c1

Standard InChI:  InChI=1S/C30H37F3N4O3/c1-20-14-21(2)16-24(15-20)29(40)37-12-7-22(8-13-37)6-10-36-11-9-26(19-36)35-27(38)18-34-28(39)23-4-3-5-25(17-23)30(31,32)33/h3-5,14-17,22,26H,6-13,18-19H2,1-2H3,(H,34,39)(H,35,38)/t26-/m1/s1

Standard InChI Key:  JOZCADLJFAAEHC-AREMUKBSSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1092632

   N-[2-[[(3R)-1-[2-[1-(3,5-dimethylbenzoyl)piperidin-4-yl]ethyl]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: 558.65

Molecular Weight (Monoisotopic): 558.2818

AlogP: 4.19

#Rotatable Bonds: 8

Polar Surface Area: 81.75

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.01

CX LogP: 3.75

CX LogD: 2.13

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.51

Np Likeness Score: -1.74

References

1. Lim JW, Oh Y, Kim JH, Oak MH, Na Y, Lee JO, Lee SW, Cho H, Park WK, Choi G, Kang J..  (2010)  Synthesis and biological evaluation of 3-aminopyrrolidine derivatives as CC chemokine receptor 2 antagonists.,  20  (7): [PMID:20223662] [10.1016/j.bmcl.2010.02.072]

Source

Source(1):

• Scientific Literature