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

ID: ALA1088567

PubChem CID: 46880123

Max Phase: Preclinical

Molecular Formula: C22H30F3N5O

Molecular Weight: 437.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCNCc1cccc(-n2nc(C(F)(F)F)cc2C(=O)NCC2CCCCC2)c1

Standard InChI:  InChI=1S/C22H30F3N5O/c1-26-10-11-27-14-17-8-5-9-18(12-17)30-19(13-20(29-30)22(23,24)25)21(31)28-15-16-6-3-2-4-7-16/h5,8-9,12-13,16,26-27H,2-4,6-7,10-11,14-15H2,1H3,(H,28,31)

Standard InChI Key:  QQZTVOYBNMHDNQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   -0.5041  -25.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5041  -26.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2103  -26.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9293  -26.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9293  -25.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2103  -25.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2040  -24.2552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8702  -23.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6148  -22.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2102  -22.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4640  -23.7712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6397  -22.2818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2442  -21.5579    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4644  -22.3013    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9967  -21.5338    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5844  -24.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5841  -25.0070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2982  -25.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0128  -25.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2990  -23.7700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2186  -26.7411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9330  -26.3288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6473  -26.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3618  -26.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0761  -26.7414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7905  -26.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7229  -25.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4353  -25.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4400  -24.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7259  -23.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0072  -24.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12 15  1  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
  2 21  1  0
 10 11  2  0
 21 22  1  0
 11  7  1  0
 22 23  1  0
  6  7  1  0
 23 24  1  0
  4  5  2  0
 24 25  1  0
 10 12  1  0
 25 26  1  0
 19 27  1  0
  5  6  1  0
 12 13  1  0
  7  8  1  0
 12 14  1  0
 19 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1088567

   N-(cyclohexylmethyl)-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: 437.51

Molecular Weight (Monoisotopic): 437.2402

AlogP: 3.51

#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: 13.72

CX Basic pKa: 9.61

CX LogP: 3.63

CX LogD: 1.42

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.53

Np Likeness Score: -1.24

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