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

ID: ALA1089965

PubChem CID: 46842232

Max Phase: Preclinical

Molecular Formula: C29H35F3N4O3

Molecular Weight: 544.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)N2CCC(CCN3CC[C@@H](NC(=O)CNC(=O)c4cccc(C(F)(F)F)c4)C3)CC2)cc1

Standard InChI:  InChI=1S/C29H35F3N4O3/c1-20-5-7-22(8-6-20)28(39)36-15-10-21(11-16-36)9-13-35-14-12-25(19-35)34-26(37)18-33-27(38)23-3-2-4-24(17-23)29(30,31)32/h2-8,17,21,25H,9-16,18-19H2,1H3,(H,33,38)(H,34,37)/t25-/m1/s1

Standard InChI Key:  BDDMHAOYXLWHLH-RUZDIDTESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1089965

   (R)-N-(2-(1-(2-(1-(4-methylbenzoyl)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: 544.62

Molecular Weight (Monoisotopic): 544.2661

AlogP: 3.88

#Rotatable Bonds: 8

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: 3.24

CX LogD: 1.62

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.53

Np Likeness Score: -1.79

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