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

ID: ALA1080334

PubChem CID: 46880198

Max Phase: Preclinical

Molecular Formula: C26H26F3N5O

Molecular Weight: 481.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCNCc1cccc(-n2nc(C(F)(F)F)cc2C(=O)NCc2cccc3ccccc23)c1

Standard InChI:  InChI=1S/C26H26F3N5O/c1-30-12-13-31-16-18-6-4-10-21(14-18)34-23(15-24(33-34)26(27,28)29)25(35)32-17-20-9-5-8-19-7-2-3-11-22(19)20/h2-11,14-15,30-31H,12-13,16-17H2,1H3,(H,32,35)

Standard InChI Key:  VODCHRGJIRFVGV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 38  0  0  0  0  0  0  0  0999 V2000
   -0.7929   -7.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7929   -8.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0784   -8.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406   -8.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406   -7.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0784   -6.9253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0847   -6.0984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5816   -5.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3260   -4.8283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4990   -4.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7527   -5.6145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9285   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5329   -3.4009    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7533   -4.1444    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2856   -3.3769    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.2958   -6.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2955   -6.8503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0097   -7.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7237   -6.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0104   -5.6131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5074   -8.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2219   -8.1721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9363   -8.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6509   -8.1723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3652   -8.5849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0797   -8.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1497   -6.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4288   -5.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7182   -6.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1512   -6.8494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4368   -7.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4366   -8.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1500   -8.4951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8652   -8.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8619   -7.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  2 21  1  0
 10 11  2  0
 21 22  1  0
 11  7  1  0
 22 23  1  0
  6  7  1  0
 23 24  1  0
  4  5  2  0
 24 25  1  0
 10 12  1  0
 25 26  1  0
 19 31  2  0
  5  6  1  0
 30 27  2  0
 12 13  1  0
 27 28  1  0
  7  8  1  0
 28 29  2  0
 29 19  1  0
 12 14  1  0
 30 31  1  0
 12 15  1  0
 31 32  1  0
  1  2  1  0
 32 33  2  0
  8 16  1  0
 33 34  1  0
  1  6  2  0
 34 35  2  0
 35 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1080334

   1-(3-((2-(methylamino)ethylamino)methyl)phenyl)-N-(naphthalen-1-ylmethyl)-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: 481.52

Molecular Weight (Monoisotopic): 481.2089

AlogP: 4.28

#Rotatable Bonds: 9

Polar Surface Area: 70.98

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.67

CX Basic pKa: 9.61

CX LogP: 4.22

CX LogD: 2.01

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.31

Np Likeness Score: -1.30

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