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

ID: ALA1088187

PubChem CID: 46880042

Max Phase: Preclinical

Molecular Formula: C23H26F3N5O

Molecular Weight: 445.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCNCc1cccc(-n2nc(C(F)(F)F)cc2C(=O)NCc2ccccc2C)c1

Standard InChI:  InChI=1S/C23H26F3N5O/c1-16-6-3-4-8-18(16)15-29-22(32)20-13-21(23(24,25)26)30-31(20)19-9-5-7-17(12-19)14-28-11-10-27-2/h3-9,12-13,27-28H,10-11,14-15H2,1-2H3,(H,29,32)

Standard InChI Key:  NNCCYRAADNQTKP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   11.2423   -0.4858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2423   -1.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9568   -1.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6757   -1.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6757   -0.4858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9568   -0.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9505    0.7582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6167    1.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3612    2.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5362    2.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2825    1.2422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1068    2.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5022    3.4555    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.2820    2.7121    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.7496    3.4796    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.3310    0.8312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3305    0.0063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0448   -0.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7594    0.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0456    1.2434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4696   -0.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1837    0.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1845    0.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4653    1.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7541    0.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5279   -1.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8135   -1.3155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0990   -1.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3845   -1.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6701   -1.7282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9557   -1.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4667   -1.2349    0.0000 C   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:

   

   ALA1088187

   1-(3-((2-(methylamino)ethylamino)methyl)phenyl)-N-(2-methylbenzyl)-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: 445.49

Molecular Weight (Monoisotopic): 445.2089

AlogP: 3.44

#Rotatable Bonds: 9

Polar Surface Area: 70.98

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.70

CX Basic pKa: 9.61

CX LogP: 3.75

CX LogD: 1.54

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: -1.47

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