Methyl (E)-3-(3-methyl-5-(2-(nicotinamido)-5-(pyridin-4-yl)thiazol-4-yl)phenyl)acrylate

ID: ALA5088750

PubChem CID: 166636036

Max Phase: Preclinical

Molecular Formula: C25H20N4O3S

Molecular Weight: 456.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)/C=C/c1cc(C)cc(-c2nc(NC(=O)c3cccnc3)sc2-c2ccncc2)c1

Standard InChI:  InChI=1S/C25H20N4O3S/c1-16-12-17(5-6-21(30)32-2)14-20(13-16)22-23(18-7-10-26-11-8-18)33-25(28-22)29-24(31)19-4-3-9-27-15-19/h3-15H,1-2H3,(H,28,29,31)/b6-5+

Standard InChI Key:  OCCHSWRJEGGMLV-AATRIKPKSA-N

Molfile:  

 
     RDKit          2D

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   32.7553  -13.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.6249  -12.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.0325  -11.7799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2164  -11.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.3686  -13.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1830  -13.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7320  -11.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0350  -14.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2185  -14.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0
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 30 31  1  0
 30 32  2  0
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5088750

   ---

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: 456.53

Molecular Weight (Monoisotopic): 456.1256

AlogP: 5.01

#Rotatable Bonds: 6

Polar Surface Area: 94.07

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.98

CX Basic pKa: 4.02

CX LogP: 4.71

CX LogD: 4.71

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.32

Np Likeness Score: -1.16

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