N-(2-methoxybenzyl)-1-(3-(2-(methylamino)ethylcarbamoyl)phenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide

ID: ALA1080477

PubChem CID: 46880005

Max Phase: Preclinical

Molecular Formula: C23H24F3N5O3

Molecular Weight: 475.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCNC(=O)c1cccc(-n2nc(C(F)(F)F)cc2C(=O)NCc2ccccc2OC)c1

Standard InChI:  InChI=1S/C23H24F3N5O3/c1-27-10-11-28-21(32)15-7-5-8-17(12-15)31-18(13-20(30-31)23(24,25)26)22(33)29-14-16-6-3-4-9-19(16)34-2/h3-9,12-13,27H,10-11,14H2,1-2H3,(H,28,32)(H,29,33)

Standard InChI Key:  FCZAZZTXGKWUJM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -0.0504  -27.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6641  -27.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3831  -27.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3831  -26.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6641  -25.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6578  -25.0274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3241  -24.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0685  -23.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2435  -23.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0102  -24.5434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1860  -23.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2095  -22.3299    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0108  -23.0734    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5431  -22.3058    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4668  -25.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7529  -24.5422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1770  -26.1956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8912  -25.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8920  -24.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1727  -24.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614  -24.9594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1742  -27.0206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8873  -27.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7649  -27.5136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4794  -27.1012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1938  -27.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9084  -27.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6227  -27.5138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3373  -27.1014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648  -28.3386    0.0000 O   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
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  6  7  1  0
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  4  5  2  0
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 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
 28 34  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1080477

   N-(2-methoxybenzyl)-1-(3-(2-(methylamino)ethylcarbamoyl)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: 475.47

Molecular Weight (Monoisotopic): 475.1831

AlogP: 2.78

#Rotatable Bonds: 9

Polar Surface Area: 97.28

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.62

CX Basic pKa: 9.58

CX LogP: 2.59

CX LogD: 0.45

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.41

Np Likeness Score: -1.46

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