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

ID: ALA1093153

PubChem CID: 46885159

Max Phase: Preclinical

Molecular Formula: C28H34F3N5O3

Molecular Weight: 545.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)N2CCN(CCN3CC[C@@H](NC(=O)CNC(=O)c4cccc(C(F)(F)F)c4)C3)CC2)cc1

Standard InChI:  InChI=1S/C28H34F3N5O3/c1-20-5-7-21(8-6-20)27(39)36-15-13-34(14-16-36)11-12-35-10-9-24(19-35)33-25(37)18-32-26(38)22-3-2-4-23(17-22)28(29,30)31/h2-8,17,24H,9-16,18-19H2,1H3,(H,32,38)(H,33,37)/t24-/m1/s1

Standard InChI Key:  ZKGKTICIIGFEPN-XMMPIXPASA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1093153

   (R)-N-(2-(1-(2-(4-(4-methylbenzoyl)piperazin-1-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: 545.61

Molecular Weight (Monoisotopic): 545.2614

AlogP: 2.39

#Rotatable Bonds: 8

Polar Surface Area: 84.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.02

CX LogP: 2.25

CX LogD: 1.54

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.53

Np Likeness Score: -1.85

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