N-(2-((3R)-1-(2-(4-benzoylpiperazin-1-yl)butyl)pyrrolidin-3-ylamino)-2-oxoethyl)-3-(trifluoromethyl)benzamide

ID: ALA1091172

PubChem CID: 46885271

Max Phase: Preclinical

Molecular Formula: C29H36F3N5O3

Molecular Weight: 559.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(CN1CC[C@@H](NC(=O)CNC(=O)c2cccc(C(F)(F)F)c2)C1)N1CCN(C(=O)c2ccccc2)CC1

Standard InChI:  InChI=1S/C29H36F3N5O3/c1-2-25(36-13-15-37(16-14-36)28(40)21-7-4-3-5-8-21)20-35-12-11-24(19-35)34-26(38)18-33-27(39)22-9-6-10-23(17-22)29(30,31)32/h3-10,17,24-25H,2,11-16,18-20H2,1H3,(H,33,39)(H,34,38)/t24-,25?/m1/s1

Standard InChI Key:  NHIVXANMOMOPQC-IKOFQBKESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1091172

   N-(2-((3R)-1-(2-(4-benzoylpiperazin-1-yl)butyl)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: 559.63

Molecular Weight (Monoisotopic): 559.2770

AlogP: 2.86

#Rotatable Bonds: 9

Polar Surface Area: 84.99

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.54

CX LogP: 2.67

CX LogD: 1.51

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.49

Np Likeness Score: -1.73

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