SID24385558

ID: ALA1704876

PubChem CID: 16009197

Max Phase: Preclinical

Molecular Formula: C22H19BrN4O

Molecular Weight: 435.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(NC(=O)CCc2nc3cccnc3n2-c2ccccc2)ccc1Br

Standard InChI:  InChI=1S/C22H19BrN4O/c1-15-14-16(9-10-18(15)23)25-21(28)12-11-20-26-19-8-5-13-24-22(19)27(20)17-6-3-2-4-7-17/h2-10,13-14H,11-12H2,1H3,(H,25,28)

Standard InChI Key:  VKVUUJJCWITADP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   -0.5405   -2.0763    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.7595   -3.5053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7195   -4.1727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7195   -2.8378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2186   -4.3303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7595   -2.0763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5041   -3.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2345   -3.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5041   -3.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4645   -4.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2186   -2.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4095   -3.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0166   -5.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6576   -5.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9330   -3.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9330   -3.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9970   -2.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1720   -2.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7616   -6.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4026   -5.9135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9345   -2.0763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9546   -6.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6970   -2.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5220   -2.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2845   -2.0763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5220   -1.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6970   -1.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2845   -3.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 25  1  0
  2 18  2  0
  3  7  1  0
  3  8  1  0
  3 10  1  0
  4  8  2  0
  4  9  1  0
  5  7  1  0
  5 15  2  0
  6 18  1  0
  6 21  1  0
  7  9  2  0
  8 12  1  0
  9 11  1  0
 10 13  2  0
 10 14  1  0
 11 16  2  0
 12 17  1  0
 13 19  1  0
 14 20  2  0
 15 16  1  0
 17 18  1  0
 19 22  2  0
 20 22  1  0
 21 24  2  0
 21 26  1  0
 23 24  1  0
 23 25  2  0
 23 28  1  0
 25 27  1  0
 26 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1704876

   N-(4-Bromo-3-methylphenyl)-3-{3-phenyl-3H-imidazo[4,5-B]pyridin-2-YL}propanamide

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: 435.33

Molecular Weight (Monoisotopic): 434.0742

AlogP: 5.06

#Rotatable Bonds: 5

Polar Surface Area: 59.81

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.44

CX LogP: 4.96

CX LogD: 4.96

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.48

Np Likeness Score: -2.00

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays