US8470816, 265

ID: ALA3642166

Cas Number: 1160253-70-2

PubChem CID: 68930433

Max Phase: Preclinical

Molecular Formula: C28H30Cl2F3N3O3

Molecular Weight: 584.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N1CCC(C(=O)N2CC[C@@H](N(C)C(=O)c3ccc(C(F)(F)F)cc3)[C@H](c3ccc(Cl)c(Cl)c3)C2)CC1

Standard InChI:  InChI=1S/C28H30Cl2F3N3O3/c1-17(37)35-12-9-19(10-13-35)27(39)36-14-11-25(22(16-36)20-5-8-23(29)24(30)15-20)34(2)26(38)18-3-6-21(7-4-18)28(31,32)33/h3-8,15,19,22,25H,9-14,16H2,1-2H3/t22-,25+/m0/s1

Standard InChI Key:  LQRMREXDSWNGEJ-WIOPSUGQSA-N

Molfile:  

     RDKit          2D

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    2.6003   -1.4977    0.0000 N   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
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 N   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
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2979   -3.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2955   -5.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0047   -6.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0066   -7.2009    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3026   -5.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3428   -5.8472    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3002   -3.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003    1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6024    2.6977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.2007    1.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4972    0.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4920   -0.7636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1903   -1.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8939   -0.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7876   -1.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7817   -2.7212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8299   -0.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990   -0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8969    0.4545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2003   -1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4994   -0.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7985   -1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7985   -2.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4995   -3.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2004   -2.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0983   -3.7436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1379   -3.1442    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.0979   -4.9436    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.1372   -4.3441    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  1
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  3  1  0
  8  9  1  6
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16  9  1  0
  6 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 19  1  0
 22 25  1  0
 25 26  2  0
 25 27  1  0
  2 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  1  0
 33 36  1  0
 36 37  1  0
 36 38  1  0
 36 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3642166

   N-[(3R,4R)-1-(1-acetylpiperidine-4-carbonyl)-3-(3,4-dichlorophenyl)piperidin-4-yl]-N-methyl-4-(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: 584.47

Molecular Weight (Monoisotopic): 583.1616

AlogP: 5.73

#Rotatable Bonds: 4

Polar Surface Area: 60.93

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.94

CX LogD: 3.94

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.46

Np Likeness Score: -1.26

References

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

Source

Source(1):

• BindingDB Database