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

ID: ALA1092343

PubChem CID: 46885029

Max Phase: Preclinical

Molecular Formula: C28H34F3N5O3

Molecular Weight: 545.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(C(=O)N2CCN(CCN3CC[C@@H](NC(=O)CNC(=O)c4cccc(C(F)(F)F)c4)C3)CC2)c1

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

Standard InChI Key:  NVHAHTZSEKLNOR-XMMPIXPASA-N

Molfile:  

     RDKit          2D

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    2.5041   -7.4984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0813   -6.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2604   -6.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8544   -7.5118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2761   -8.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  4  5  1  0
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  2  3  1  0
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  1 11  1  0
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  6  1  1  0
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  1  2  2  0
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  3  4  2  0
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  7  8  1  0
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 15 17  2  0
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 18 16  1  6
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 37 38  2  0
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 37 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1092343

   (R)-N-(2-(1-(2-(4-(3-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: -1.91

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