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

ID: ALA1087878

PubChem CID: 25213005

Max Phase: Preclinical

Molecular Formula: C25H27F3N6O

Molecular Weight: 484.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCNCc1cccc(-n2nc(C(F)(F)F)cc2C(=O)NCCc2c[nH]c3ccccc23)c1

Standard InChI:  InChI=1S/C25H27F3N6O/c1-29-11-12-30-15-17-5-4-6-19(13-17)34-22(14-23(33-34)25(26,27)28)24(35)31-10-9-18-16-32-21-8-3-2-7-20(18)21/h2-8,13-14,16,29-30,32H,9-12,15H2,1H3,(H,31,35)

Standard InChI Key:  CTIJHIXSHKHOPF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.5600   -2.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2744   -3.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9935   -2.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9935   -1.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2744   -1.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2683   -0.6214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9344   -0.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6789    0.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8539    0.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6001   -0.1374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4244    1.3521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8199    2.0761    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.5996    1.3326    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.0673    2.1002    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.6487   -0.5483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6483   -1.3733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   13.3633   -0.1362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8455   -3.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1310   -2.6952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4165   -3.1077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7021   -2.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9876   -3.1078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2731   -2.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7921   -1.7824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1261   -1.7350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4426   -1.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8980   -2.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0774   -2.5555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6927   -3.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1275   -3.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9512   -3.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3321   -3.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  0
  2  3  2  0
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  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
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  6  7  1  0
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  4  5  2  0
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 10 12  1  0
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  5  6  1  0
 19 27  1  0
 27 31  1  0
 12 13  1  0
  7  8  1  0
 30 28  1  0
 28 29  1  0
 29 27  2  0
 12 14  1  0
 30 31  2  0
 12 15  1  0
 31 32  1  0
  1  2  1  0
 32 33  2  0
  8 16  1  0
 33 34  1  0
  1  6  2  0
 34 35  2  0
 35 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1087878

   N-(2-(1H-indol-3-yl)ethyl)-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: 484.53

Molecular Weight (Monoisotopic): 484.2198

AlogP: 3.65

#Rotatable Bonds: 10

Polar Surface Area: 86.77

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.72

CX Basic pKa: 9.61

CX LogP: 3.62

CX LogD: 1.41

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.26

Np Likeness Score: -1.12

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