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

ID: ALA1080124

PubChem CID: 46880002

Max Phase: Preclinical

Molecular Formula: C24H28F3N5O2

Molecular Weight: 475.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNCCNCc1cccc(-n2nc(C(F)(F)F)cc2C(=O)NCc2ccccc2OC)c1

Standard InChI:  InChI=1S/C24H28F3N5O2/c1-3-28-11-12-29-15-17-7-6-9-19(13-17)32-20(14-22(31-32)24(25,26)27)23(33)30-16-18-8-4-5-10-21(18)34-2/h4-10,13-14,28-29H,3,11-12,15-16H2,1-2H3,(H,30,33)

Standard InChI Key:  RTTYGSOJLHFJNM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.6545  -14.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3689  -15.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0880  -14.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0880  -13.7774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3689  -13.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3627  -12.5334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0289  -12.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7734  -11.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9484  -11.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6947  -12.0494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5189  -10.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9144   -9.8359    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.6941  -10.5794    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.1618   -9.8118    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.7432  -12.4602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7428  -13.2852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4571  -13.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1717  -13.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4578  -12.0481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8819  -13.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5961  -13.2901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5969  -12.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8776  -12.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1663  -12.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8791  -14.5266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5921  -14.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9400  -15.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2255  -14.6071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5111  -15.0197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7965  -14.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0822  -15.0198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3676  -14.6074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6532  -15.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
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  4  5  2  0
 24 25  2  0
 25 19  1  0
 10 12  1  0
 21 26  1  0
  5  6  1  0
 26 27  1  0
 12 13  1  0
  2 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
 31 32  1  0
  1  2  1  0
 32 33  1  0
  8 16  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1080124

   1-(3-((2-(ethylamino)ethylamino)methyl)phenyl)-N-(2-methoxybenzyl)-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: 475.52

Molecular Weight (Monoisotopic): 475.2195

AlogP: 3.53

#Rotatable Bonds: 11

Polar Surface Area: 80.21

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.64

CX Basic pKa: 9.68

CX LogP: 3.43

CX LogD: 1.16

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.37

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