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

ID: ALA4228369

PubChem CID: 124119827

Max Phase: Preclinical

Molecular Formula: C23H20Cl2N4O3S2

Molecular Weight: 535.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cncc(-c2c(C)nn(-c3nc(-c4ccc(Cl)c(Cl)c4)c(SC(C)C)s3)c2C(=O)O)c1

Standard InChI:  InChI=1S/C23H20Cl2N4O3S2/c1-11(2)33-22-19(13-5-6-16(24)17(25)8-13)27-23(34-22)29-20(21(30)31)18(12(3)28-29)14-7-15(32-4)10-26-9-14/h5-11H,1-4H3,(H,30,31)

Standard InChI Key:  NOLUBXJNJJXNEA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   31.7217   -1.9833    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.0581   -0.4873    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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   24.4368   -6.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.0626   -6.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6242   -6.0744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 29 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4228369

   ---

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: 535.48

Molecular Weight (Monoisotopic): 534.0354

AlogP: 6.88

#Rotatable Bonds: 7

Polar Surface Area: 90.13

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.27

CX Basic pKa: 5.20

CX LogP: 4.83

CX LogD: 2.87

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.26

Np Likeness Score: -1.44

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