4-methyl-3-(((5-(1-methyl-1H-pyrazol-3-yl)pyridin-3-yl)methyl)amino)-N-(3-(trifluoromethyl)phenyl)benzamide

ID: ALA4546339

PubChem CID: 155552522

Max Phase: Preclinical

Molecular Formula: C25H22F3N5O

Molecular Weight: 465.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)Nc2cccc(C(F)(F)F)c2)cc1NCc1cncc(-c2ccn(C)n2)c1

Standard InChI:  InChI=1S/C25H22F3N5O/c1-16-6-7-18(24(34)31-21-5-3-4-20(12-21)25(26,27)28)11-23(16)30-14-17-10-19(15-29-13-17)22-8-9-33(2)32-22/h3-13,15,30H,14H2,1-2H3,(H,31,34)

Standard InChI Key:  ISFMOWLMGGXLTK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
    2.9496  -10.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9484  -10.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6565  -11.2865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3661  -10.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3633  -10.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6547   -9.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0694   -9.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7787  -10.0491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4849   -9.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1925  -10.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8982   -9.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8956   -8.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1813   -8.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4786   -8.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6072  -10.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6099  -10.8600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3136   -9.6319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0227  -10.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0208  -10.8557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7291  -11.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4364  -10.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4311  -10.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7223   -9.6270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7678   -8.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1360   -9.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8465  -10.0199    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.1304   -8.7989    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.8398   -9.1996    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.2412   -9.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1556   -8.8332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3562   -8.6635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9478   -9.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4948   -9.9784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0237   -7.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 11 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 14 24  1  0
 22 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 33 29  1  0
  1 29  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4546339

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 465.48

Molecular Weight (Monoisotopic): 465.1776

AlogP: 5.67

#Rotatable Bonds: 6

Polar Surface Area: 71.84

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.95

CX LogP: 4.90

CX LogD: 4.90

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.38

Np Likeness Score: -2.15

References

1. Jeffries DE, Borza CM, Blobaum AL, Pozzi A, Lindsley CW..  (2020)  Discovery of VU6015929: A Selective Discoidin Domain Receptor 1/2 (DDR1/2) Inhibitor to Explore the Role of DDR1 in Antifibrotic Therapy.,  11  (1): [PMID:31938459] [10.1021/acsmedchemlett.9b00382]

Source

Source(1):

• Scientific Literature