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

ID: ALA1076431

PubChem CID: 46880004

Max Phase: Preclinical

Molecular Formula: C24H28F3N5O2

Molecular Weight: 475.52

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  XEIFZBWMFYSKNU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.3061  -21.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0206  -21.6744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7396  -21.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7396  -20.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.0144  -19.1883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6806  -18.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4250  -17.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6001  -17.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3463  -18.7043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1705  -17.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5661  -16.4908    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.3457  -17.2343    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.8135  -16.4667    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.3948  -19.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3945  -19.9402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   15.8234  -19.9408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1095  -18.7030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5336  -20.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2477  -19.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2486  -19.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5292  -18.7065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8181  -19.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5308  -21.1815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2438  -21.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5917  -21.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8771  -21.2620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1627  -21.6746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4483  -21.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7338  -21.6748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0193  -21.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5917  -22.4995    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
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 10 11  2  0
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 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  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1076431

   N-(2-methoxybenzyl)-1-(3-(1-(2-(methylamino)ethylamino)ethyl)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: 475.52

Molecular Weight (Monoisotopic): 475.2195

AlogP: 3.70

#Rotatable Bonds: 10

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: 9.62

CX LogP: 3.49

CX LogD: 1.27

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.39

Np Likeness Score: -1.42

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