N-((1H-benzo[d]imidazol-2-yl)methyl)-1-(3-((2-(methylamino)ethylamino)methyl)phenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide

ID: ALA1087877

PubChem CID: 25213004

Max Phase: Preclinical

Molecular Formula: C23H24F3N7O

Molecular Weight: 471.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCNCc1cccc(-n2nc(C(F)(F)F)cc2C(=O)NCc2nc3ccccc3[nH]2)c1

Standard InChI:  InChI=1S/C23H24F3N7O/c1-27-9-10-28-13-15-5-4-6-16(11-15)33-19(12-20(32-33)23(24,25)26)22(34)29-14-21-30-17-7-2-3-8-18(17)31-21/h2-8,11-12,27-28H,9-10,13-14H2,1H3,(H,29,34)(H,30,31)

Standard InChI Key:  XCYBGONTYDYPCS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -1.2018    0.7380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3776    2.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9821    2.9514    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7347    2.9755    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.8466    0.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8143   -2.2324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5287   -1.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0283   -0.8266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3592    0.3283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1659    0.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5744   -0.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3938   -0.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8055    0.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3920    1.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5740    1.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  2  0
 16 17  1  0
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  5  6  1  0
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 29 28  1  0
 28 19  1  0
  7  8  1  0
 12 14  1  0
 29 30  2  0
 30 31  1  0
 12 15  1  0
 31 32  2  0
  1  2  1  0
 32 33  1  0
  8 16  1  0
 33 34  2  0
 34 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1087877

   N-((1H-benzo[d]imidazol-2-yl)methyl)-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: 471.49

Molecular Weight (Monoisotopic): 471.1994

AlogP: 3.01

#Rotatable Bonds: 9

Polar Surface Area: 99.66

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.48

CX Basic pKa: 9.60

CX LogP: 2.47

CX LogD: 0.38

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.28

Np Likeness Score: -1.62

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