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

ID: ALA1088320

PubChem CID: 46880044

Max Phase: Preclinical

Molecular Formula: C24H28F3N5O2

Molecular Weight: 475.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccccc1CNC(=O)c1cc(C(F)(F)F)nn1-c1cccc(CNCCNC)c1

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

Standard InChI Key:  ZQGAVMQZGYDXTI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.9157   -6.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9157   -7.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6302   -7.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3492   -7.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3492   -6.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6302   -5.8803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6239   -5.0535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2902   -4.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0346   -3.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2097   -3.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9559   -4.5695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7801   -3.0800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1757   -2.3560    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.9553   -3.0994    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.4231   -2.3319    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.0044   -4.9803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0041   -5.8053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7183   -6.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4329   -5.8060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7191   -4.5681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1431   -6.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8573   -5.8101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8581   -4.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1388   -4.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4276   -4.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2012   -7.5397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4867   -7.1272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7723   -7.5398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0577   -7.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3434   -7.5399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6289   -7.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1404   -7.0466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4245   -7.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4216   -8.2817    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
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  6  7  1  0
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  4  5  2  0
 24 25  2  0
 25 19  1  0
 10 12  1  0
  2 26  1  0
  5  6  1  0
 26 27  1  0
 12 13  1  0
 27 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
 21 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:

   

   ALA1088320

   N-(2-ethoxybenzyl)-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: 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: 9.61

CX LogP: 3.43

CX LogD: 1.22

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.37

Np Likeness Score: -1.49

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