N-((1-methyl-1H-benzo[d]imidazol-2-yl)methyl)-1-(3-((2-(methylamino)ethylamino)methyl)phenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide

ID: ALA1088568

PubChem CID: 46880124

Max Phase: Preclinical

Molecular Formula: C24H26F3N7O

Molecular Weight: 485.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCNCc1cccc(-n2nc(C(F)(F)F)cc2C(=O)NCc2nc3ccccc3n2C)c1

Standard InChI:  InChI=1S/C24H26F3N7O/c1-28-10-11-29-14-16-6-5-7-17(12-16)34-20(13-21(32-34)24(25,26)27)23(35)30-15-22-31-18-8-3-4-9-19(18)33(22)2/h3-9,12-13,28-29H,10-11,14-15H2,1-2H3,(H,30,35)

Standard InChI Key:  SHWXIBNHWAGZQI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   11.5136  -26.1622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2281  -26.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9472  -26.1622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9472  -25.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2281  -24.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2218  -24.0885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   11.8075  -22.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5538  -23.6045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3780  -22.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7736  -21.3911    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.5532  -22.1345    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.0209  -21.3670    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.6023  -24.0155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6020  -24.8405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   15.0289  -24.8416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3170  -23.6033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7990  -26.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0846  -26.1624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3701  -26.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6555  -26.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9412  -26.5752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2266  -26.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5113  -25.5085    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5198  -24.1737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3028  -24.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2940  -25.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9998  -25.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7147  -25.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7195  -24.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0132  -24.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2694  -23.3876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  0
  2  3  2  0
 17 18  1  0
  3  4  1  0
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  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
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  6  7  1  0
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  4  5  2  0
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 10 12  1  0
 25 26  1  0
 19 27  2  0
  5  6  1  0
 12 13  1  0
 27 30  1  0
 29 28  1  0
 28 19  1  0
  7  8  1  0
 12 14  1  0
 29 30  2  0
 30 31  1  0
 12 15  1  0
 31 32  2  0
  1  2  1  0
 32 33  1  0
  8 16  1  0
 33 34  2  0
 34 29  1  0
  1  6  2  0
 28 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1088568

   N-((1-methyl-1H-benzo[d]imidazol-2-yl)methyl)-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: 485.51

Molecular Weight (Monoisotopic): 485.2151

AlogP: 3.02

#Rotatable Bonds: 9

Polar Surface Area: 88.80

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.59

CX Basic pKa: 9.61

CX LogP: 2.82

CX LogD: 0.61

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.32

Np Likeness Score: -1.69

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