1-(4-fluoro-3-((2-(methylamino)ethylamino)methyl)phenyl)-N-(2-methoxybenzyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide

ID: ALA1082203

PubChem CID: 46880200

Max Phase: Preclinical

Molecular Formula: C23H25F4N5O2

Molecular Weight: 479.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCNCc1cc(-n2nc(C(F)(F)F)cc2C(=O)NCc2ccccc2OC)ccc1F

Standard InChI:  InChI=1S/C23H25F4N5O2/c1-28-9-10-29-13-16-11-17(7-8-18(16)24)32-19(12-21(31-32)23(25,26)27)22(33)30-14-15-5-3-4-6-20(15)34-2/h3-8,11-12,28-29H,9-10,13-14H2,1-2H3,(H,30,33)

Standard InChI Key:  BWKYDBKPOJUVGC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -0.4171  -14.7299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2974  -15.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0163  -14.7299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0163  -13.9004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7634  -12.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0669  -12.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8257  -13.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8522  -14.6192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1513  -15.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2962  -15.9674    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1315  -15.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8459  -14.7299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5603  -15.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9892  -15.1424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7036  -14.7299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  2  0
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  2  3  2  0
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  8  9  2  0
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  9 10  1  0
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  5  6  1  0
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 12 13  1  0
  3 28  1  0
  7  8  1  0
  2 29  1  0
 12 14  1  0
 29 30  1  0
 30 31  1  0
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 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:

   

   ALA1082203

   1-(4-fluoro-3-((2-(methylamino)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: 479.48

Molecular Weight (Monoisotopic): 479.1944

AlogP: 3.28

#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: 9.56

CX LogP: 3.22

CX LogD: 1.09

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.31

Np Likeness Score: -1.50

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