(R)-N-(2-oxo-2-(1-(2-(1-(4-propylbenzoyl)piperidin-4-yl)ethyl)pyrrolidin-3-ylamino)ethyl)-3-(trifluoromethyl)benzamide

ID: ALA1092294

PubChem CID: 46842085

Max Phase: Preclinical

Molecular Formula: C31H39F3N4O3

Molecular Weight: 572.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCc1ccc(C(=O)N2CCC(CCN3CC[C@@H](NC(=O)CNC(=O)c4cccc(C(F)(F)F)c4)C3)CC2)cc1

Standard InChI:  InChI=1S/C31H39F3N4O3/c1-2-4-22-7-9-24(10-8-22)30(41)38-17-12-23(13-18-38)11-15-37-16-14-27(21-37)36-28(39)20-35-29(40)25-5-3-6-26(19-25)31(32,33)34/h3,5-10,19,23,27H,2,4,11-18,20-21H2,1H3,(H,35,40)(H,36,39)/t27-/m1/s1

Standard InChI Key:  DTMHFZMZLHWKDZ-HHHXNRCGSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1092294

   (R)-N-(2-oxo-2-(1-(2-(1-(4-propylbenzoyl)piperidin-4-yl)ethyl)pyrrolidin-3-ylamino)ethyl)-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: 572.67

Molecular Weight (Monoisotopic): 572.2974

AlogP: 4.52

#Rotatable Bonds: 10

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: 4.12

CX LogD: 2.51

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.44

Np Likeness Score: -1.64

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