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

ID: ALA1092293

PubChem CID: 46842381

Max Phase: Preclinical

Molecular Formula: C30H37F3N4O3

Molecular Weight: 558.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc(C(=O)N2CCC(CCN3CC[C@@H](NC(=O)CNC(=O)c4cccc(C(F)(F)F)c4)C3)CC2)cc1

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

Standard InChI Key:  PPWKTPLMIHJMGU-AREMUKBSSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1092293

   (R)-N-(2-(1-(2-(1-(4-ethylbenzoyl)piperidin-4-yl)ethyl)pyrrolidin-3-ylamino)-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: 4.13

#Rotatable Bonds: 9

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: 3.68

CX LogD: 2.07

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.49

Np Likeness Score: -1.76

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