4-Amino-6-(4-chlorophenyl)-2-((2-(4-methyl-2-phenylthiazol-5-yl)-2-oxoethyl)thio)pyrimidine-5-carbonitrile

ID: ALA4742679

PubChem CID: 162647315

Max Phase: Preclinical

Molecular Formula: C23H16ClN5OS2

Molecular Weight: 478.00

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc(-c2ccccc2)sc1C(=O)CSc1nc(N)c(C#N)c(-c2ccc(Cl)cc2)n1

Standard InChI:  InChI=1S/C23H16ClN5OS2/c1-13-20(32-22(27-13)15-5-3-2-4-6-15)18(30)12-31-23-28-19(17(11-25)21(26)29-23)14-7-9-16(24)10-8-14/h2-10H,12H2,1H3,(H2,26,28,29)

Standard InChI Key:  CMCDHSYDVQJOGE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   41.5753  -20.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9683  -20.4102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5959  -21.4946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0027  -22.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8155  -22.1984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2211  -21.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8080  -20.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   37.9535  -19.7240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4210  -23.4095    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
  6 31  1  0
 10 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4742679

   ---

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: 478.00

Molecular Weight (Monoisotopic): 477.0485

AlogP: 5.66

#Rotatable Bonds: 6

Polar Surface Area: 105.55

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.09

CX Basic pKa: 2.99

CX LogP: 5.48

CX LogD: 5.48

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.22

Np Likeness Score: -1.98

References

1. Sahin Z,Biltekin SN,Yurttas L,Berk B,Özhan Y,Sipahi H,Gao ZG,Jacobson KA,Demirayak Ş.  (2021)  Novel cyanothiouracil and cyanothiocytosine derivatives as concentration-dependent selective inhibitors of U87MG glioblastomas: Adenosine receptor binding and potent PDE4 inhibition.,  212  [PMID:33422981] [10.1016/j.ejmech.2020.113125]

Source

Source(1):

• Scientific Literature