US8993612, 17

ID: ALA3699938

PubChem CID: 52913961

Max Phase: Preclinical

Molecular Formula: C23H17F3N4O

Molecular Weight: 422.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(-n2nc(C(F)(F)F)cc2C2CC2)cc1)c1ccc2ncccc2c1

Standard InChI:  InChI=1S/C23H17F3N4O/c24-23(25,26)21-13-20(14-3-4-14)30(29-21)18-8-6-17(7-9-18)28-22(31)16-5-10-19-15(12-16)2-1-11-27-19/h1-2,5-14H,3-4H2,(H,28,31)

Standard InChI Key:  CIWBOSXDTXNQJQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
   12.3443   -7.3078    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.6368   -6.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1228   -5.2414    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.8300   -6.2107    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.1470   -6.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3990   -7.7977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9313   -7.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8117   -8.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4446   -8.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5445   -9.8819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7911   -6.0075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1416   -5.3843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4915   -5.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1924   -6.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8934   -5.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933   -3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -0.9049    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -1.5000    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
    5.1925   -3.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4915   -3.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10  8  1  0
  7 11  1  0
 11 12  1  0
 12  5  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 23  1  0
 28 29  2  0
 29 20  1  0
 16 30  1  0
 30 31  2  0
 31 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3699938

   N-{4-[5-cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl}quinoline-6-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: 422.41

Molecular Weight (Monoisotopic): 422.1354

AlogP: 5.57

#Rotatable Bonds: 4

Polar Surface Area: 59.81

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.96

CX LogP: 5.20

CX LogD: 5.20

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.47

Np Likeness Score: -1.69

References

1.  (2015)  Modulators of calcium release-activated calcium channel and methods for treatment of non-small cell lung cancer, 

Source

Source(1):

• BindingDB Database