N-(4-(3-Bromo-5-methylphenyl)-5-(pyridin-4-yl)thiazol-2-yl)nicotinamide

ID: ALA5081520

PubChem CID: 166629521

Max Phase: Preclinical

Molecular Formula: C21H15BrN4OS

Molecular Weight: 451.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(Br)cc(-c2nc(NC(=O)c3cccnc3)sc2-c2ccncc2)c1

Standard InChI:  InChI=1S/C21H15BrN4OS/c1-13-9-16(11-17(22)10-13)18-19(14-4-7-23-8-5-14)28-21(25-18)26-20(27)15-3-2-6-24-12-15/h2-12H,1H3,(H,25,26,27)

Standard InChI Key:  BYCAMNPIFUUMNF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   44.8904   -4.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8893   -5.5452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6015   -5.9583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   46.3153   -5.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.3124   -4.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5997   -4.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1785   -4.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1783   -3.4918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.4668   -4.7219    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.7590   -4.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6733   -3.4972    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   41.8698   -3.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4614   -4.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0125   -4.6465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.5382   -2.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0242   -1.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6882   -1.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8705   -1.0782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.3899   -1.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7245   -2.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6466   -4.1262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1624   -3.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3463   -3.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0134   -4.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5027   -4.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3171   -4.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8661   -2.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1690   -5.7150    0.0000 Br  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
  1  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  2  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 12 15  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 13 21  1  0
 23 27  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5081520

   ---

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: 451.35

Molecular Weight (Monoisotopic): 450.0150

AlogP: 5.59

#Rotatable Bonds: 4

Polar Surface Area: 67.77

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.98

CX Basic pKa: 4.02

CX LogP: 4.93

CX LogD: 4.93

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.44

Np Likeness Score: -1.71

References

1. Suresh RR, Gao ZG, Salmaso V, Chen E, Campbell RG, Poe RB, Liston TE, Jacobson KA..  (2022)  Selective A₃ Adenosine Receptor Antagonist Radioligand for Human and Rodent Species.,  13  (4.0): [PMID:35450351] [10.1021/acsmedchemlett.1c00685]

Source

Source(1):

• Scientific Literature