US8592454, 378

ID: ALA3651895

PubChem CID: 73265456

Max Phase: Preclinical

Molecular Formula: C27H29F7N4O3

Molecular Weight: 590.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C(=O)N(C)[C@@H]1CN(C(=O)NC2CCOCC2)C[C@H]1c1ccc(F)cc1)c1cc(C(F)(F)F)cc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C27H29F7N4O3/c1-36(21-12-17(26(29,30)31)11-18(13-21)27(32,33)34)25(40)37(2)23-15-38(24(39)35-20-7-9-41-10-8-20)14-22(23)16-3-5-19(28)6-4-16/h3-6,11-13,20,22-23H,7-10,14-15H2,1-2H3,(H,35,39)/t22-,23+/m0/s1

Standard InChI Key:  OUYSLNGQLIIZQC-XZOQPEGZSA-N

Molfile:  

     RDKit          2D

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    4.9531   -1.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2010   -3.2956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7343   -2.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3383    1.3500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8054   -4.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5250   -7.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6414   -8.4636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7408   -9.9941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6819    1.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5772    0.2566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9880    2.5249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0928    3.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4132    2.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7213    4.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1466    4.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2640    3.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9560    2.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5307    1.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.8273    0.2863    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.9675    0.6597    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.4548    6.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5614    7.2008    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.5952    6.7731    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.7017    7.5739    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  6
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  3  1  0
  7  8  1  1
  8  9  2  0
  9 10  1  0
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 11 13  1  0
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  5 15  1  0
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 15 17  1  0
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 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
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  2 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 32 34  1  0
 34 35  1  0
 34 36  1  0
 34 37  1  0
 30 38  1  0
 38 39  1  0
 38 40  1  0
 38 41  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3651895

   (3S,4R)-3-[[[3,5-bis(trifluoromethyl)phenyl]-methylcarbamoyl]-methylamino]-4-(4-fluorophenyl)-N-(oxan-4-yl)pyrrolidine-1-carboxamide

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: 590.54

Molecular Weight (Monoisotopic): 590.2128

AlogP: 5.71

#Rotatable Bonds: 4

Polar Surface Area: 65.12

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.75

CX LogD: 3.75

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.46

Np Likeness Score: -0.98

References

1.  (2013)  Nitrogen-containing heterocyclic compound and use of same, 

Source

Source(1):

• BindingDB Database