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

ID: ALA1093154

PubChem CID: 46885160

Max Phase: Preclinical

Molecular Formula: C27H31F4N5O3

Molecular Weight: 549.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CNC(=O)c1cccc(C(F)(F)F)c1)N[C@@H]1CCN(CCN2CCN(C(=O)c3ccc(F)cc3)CC2)C1

Standard InChI:  InChI=1S/C27H31F4N5O3/c28-22-6-4-19(5-7-22)26(39)36-14-12-34(13-15-36)10-11-35-9-8-23(18-35)33-24(37)17-32-25(38)20-2-1-3-21(16-20)27(29,30)31/h1-7,16,23H,8-15,17-18H2,(H,32,38)(H,33,37)/t23-/m1/s1

Standard InChI Key:  RBXZKCFVNNEGGD-HSZRJFAPSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1093154

   (R)-N-(2-(1-(2-(4-(4-fluorobenzoyl)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: 549.57

Molecular Weight (Monoisotopic): 549.2363

AlogP: 2.22

#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: 1.88

CX LogD: 1.17

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.49

Np Likeness Score: -1.94

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