2-(4-Butylphenyl)-4-methylthiazole-5-carboxylic acid

ID: ALA1798024

PubChem CID: 56659620

Max Phase: Preclinical

Molecular Formula: C15H17NO2S

Molecular Weight: 275.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCc1ccc(-c2nc(C)c(C(=O)O)s2)cc1

Standard InChI:  InChI=1S/C15H17NO2S/c1-3-4-5-11-6-8-12(9-7-11)14-16-10(2)13(19-14)15(17)18/h6-9H,3-5H2,1-2H3,(H,17,18)

Standard InChI Key:  MUXONYPZNHDSQN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   18.4301  -12.7269    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.1743  -11.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3457  -11.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0933  -12.7330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7704  -13.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8589  -11.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7704  -14.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6598  -11.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3212  -10.5205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0604  -14.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0659  -15.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4909  -14.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4974  -15.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7926  -15.6864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7926  -16.5129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0792  -16.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3678  -16.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6490  -16.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4797  -11.3622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0
  2  3  2  0
  1  2  1  0
  3  4  1  0
  5  1  1  0
  3  6  1  0
  5  7  1  0
  2  8  1  0
  8  9  2  0
  7 10  2  0
 10 11  1  0
 11 14  2  0
 13 12  2  0
 12  7  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  8 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1798024

   2-(4-Butylphenyl)-4-methyl-1,3-thiazole-5-carboxylic acid

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: 275.37

Molecular Weight (Monoisotopic): 275.0980

AlogP: 4.16

#Rotatable Bonds: 5

Polar Surface Area: 50.19

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.08

CX Basic pKa: 0.41

CX LogP: 4.43

CX LogD: 0.96

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.89

Np Likeness Score: -1.27

References

1. Mayhoub AS, Khaliq M, Botting C, Li Z, Kuhn RJ, Cushman M..  (2011)  An investigation of phenylthiazole antiflaviviral agents.,  19  (12): [PMID:21612931] [10.1016/j.bmc.2011.04.041]

Source

Source(1):

• Scientific Literature