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

ID: ALA5086258

PubChem CID: 166633518

Max Phase: Preclinical

Molecular Formula: C21H15IN4OS

Molecular Weight: 498.35

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H15IN4OS/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:  SVLAHMNAIPTSSR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    7.5844  -13.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5833  -14.1463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2955  -14.5594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0092  -14.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0064  -13.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2937  -12.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8725  -12.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8723  -12.0929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1608  -13.3230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4530  -12.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3673  -12.0983    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5638  -11.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1554  -12.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7065  -13.2477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2322  -11.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7182  -10.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3821   -9.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5645   -9.6793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0839  -10.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4185  -11.0970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3406  -12.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8564  -12.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0403  -12.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7074  -12.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1966  -13.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0110  -13.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5600  -11.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8630  -14.3161    0.0000 I   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:

   

   ALA5086258

   ---

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: 498.35

Molecular Weight (Monoisotopic): 498.0011

AlogP: 5.43

#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: 5.09

CX LogD: 5.09

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.38

Np Likeness Score: -1.80

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