1-(4-(3,4-dichlorophenyl)-5-(isopropylthio)thiazol-2-yl)-4-(2-methoxy-5-methylphenyl)-3-methyl-1H-pyrazole-5-carboxylic acid

ID: ALA4229180

PubChem CID: 124119787

Max Phase: Preclinical

Molecular Formula: C25H23Cl2N3O3S2

Molecular Weight: 548.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C)cc1-c1c(C)nn(-c2nc(-c3ccc(Cl)c(Cl)c3)c(SC(C)C)s2)c1C(=O)O

Standard InChI:  InChI=1S/C25H23Cl2N3O3S2/c1-12(2)34-24-21(15-7-8-17(26)18(27)11-15)28-25(35-24)30-22(23(31)32)20(14(4)29-30)16-10-13(3)6-9-19(16)33-5/h6-12H,1-5H3,(H,31,32)

Standard InChI Key:  IUQPURIMGKNDDY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   16.1333  -11.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3877  -11.0685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7247  -10.5863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0660  -11.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.8258   -8.8964    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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   15.1667  -13.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6927  -11.6668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8803  -11.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1 18  1  0
  2 19  1  0
 19 20  1  0
 19 21  2  0
 13 22  1  0
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  8 24  1  0
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 25 27  1  0
 18 28  2  0
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 30 31  1  0
 31 32  2  0
 32 18  1  0
 28 33  1  0
 33 34  1  0
 31 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4229180

   ---

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: 548.52

Molecular Weight (Monoisotopic): 547.0558

AlogP: 7.79

#Rotatable Bonds: 7

Polar Surface Area: 77.24

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.36

CX Basic pKa: 0.41

CX LogP: 7.72

CX LogD: 4.30

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.24

Np Likeness Score: -1.29

References

1. Cooper AB, Ciblat S, Shipps G, Levine J, Kostura M, Oza V, Constantineau-Forget L, Dery M, Grand-Maitre C, Bruneau-Latour N, Bellavance E, Patane M, Siddiqui A, Luther M..  (2017)  1-Thiazol-2-yl-N-3-methyl-1H-pyrozole-5-carboxylic acid derivatives as antitumor agents.,  27  (18): [PMID:28844391] [10.1016/j.bmcl.2017.08.003]

Source

Source(1):

• Scientific Literature