N-(2-aminobenzyl)-1-(3-((2-(methylamino)ethylamino)methyl)phenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide

ID: ALA1087234

PubChem CID: 25213006

Max Phase: Preclinical

Molecular Formula: C22H25F3N6O

Molecular Weight: 446.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCNCc1cccc(-n2nc(C(F)(F)F)cc2C(=O)NCc2ccccc2N)c1

Standard InChI:  InChI=1S/C22H25F3N6O/c1-27-9-10-28-13-15-5-4-7-17(11-15)31-19(12-20(30-31)22(23,24)25)21(32)29-14-16-6-2-3-8-18(16)26/h2-8,11-12,27-28H,9-10,13-14,26H2,1H3,(H,29,32)

Standard InChI Key:  MWQMYWYAOGIVAO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   12.3009  -19.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3009  -19.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0154  -20.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7343  -19.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7343  -19.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0154  -18.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0091  -17.8307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6752  -17.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4198  -16.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5948  -16.5618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3411  -17.3467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1653  -15.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5608  -15.1334    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.3406  -15.8767    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.8082  -15.1093    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.3895  -17.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3891  -18.5826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1034  -18.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8180  -18.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1041  -17.3455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5281  -18.9988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2422  -18.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2431  -17.7616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5238  -17.3489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8126  -17.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5865  -20.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8720  -19.9044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1576  -20.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4431  -19.9045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7287  -20.3170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0143  -19.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5253  -19.8237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  8 16  1  0
  1  6  2  0
 16 17  1  0
  2  3  2  0
 17 18  1  0
  3  4  1  0
 18 19  1  0
  8  9  2  0
 16 20  2  0
  9 10  1  0
 19 21  2  0
 10 11  2  0
 21 22  1  0
 11  7  1  0
 22 23  2  0
  6  7  1  0
 23 24  1  0
  4  5  2  0
 24 25  2  0
 25 19  1  0
 10 12  1  0
  2 26  1  0
  5  6  1  0
 26 27  1  0
 12 13  1  0
 27 28  1  0
  7  8  1  0
 28 29  1  0
 12 14  1  0
 29 30  1  0
 30 31  1  0
 12 15  1  0
 21 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1087234

   N-(2-aminobenzyl)-1-(3-((2-(methylamino)ethylamino)methyl)phenyl)-3-(trifluoromethyl)-1H-pyrazole-5-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: 446.48

Molecular Weight (Monoisotopic): 446.2042

AlogP: 2.71

#Rotatable Bonds: 9

Polar Surface Area: 97.00

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.71

CX Basic pKa: 9.61

CX LogP: 2.41

CX LogD: 0.20

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.30

Np Likeness Score: -1.27

References

1. Therrien E, Larouche G, Manku S, Allan M, Nguyen N, Styhler S, Robert MF, Goulet AC, Besterman JM, Nguyen H, Wahhab A..  (2009)  1,2-Diamines as inhibitors of co-activator associated arginine methyltransferase 1 (CARM1).,  19  (23): [PMID:19836951] [10.1016/j.bmcl.2009.09.110]

Source

Source(1):

• Scientific Literature