Prop-2-ynyl 4-(3,4-dimethoxyphenyl)-2-methylthiazole-5-carboxylate

ID: ALA2289416

PubChem CID: 76323951

Max Phase: Preclinical

Molecular Formula: C16H15NO4S

Molecular Weight: 317.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCOC(=O)c1sc(C)nc1-c1ccc(OC)c(OC)c1

Standard InChI:  InChI=1S/C16H15NO4S/c1-5-8-21-16(18)15-14(17-10(2)22-15)11-6-7-12(19-3)13(9-11)20-4/h1,6-7,9H,8H2,2-4H3

Standard InChI Key:  BHQSNUHNBTZABE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    9.4376  -22.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4364  -23.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1445  -23.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8541  -23.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8513  -22.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1427  -22.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7288  -23.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9825  -23.3646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4352  -23.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8433  -24.6796    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.6427  -24.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1402  -21.2467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8467  -20.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5575  -22.0579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2667  -22.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2496  -25.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0791  -25.8566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0270  -24.8055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6226  -23.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6338  -25.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4112  -25.1008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1860  -24.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11  7  2  0
  2  7  1  0
  6 12  1  0
 12 13  1  0
  5 14  1  0
 14 15  1  0
 11 16  1  0
 16 17  2  0
 16 18  1  0
  9 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289416

   Prop-2-ynyl 4-(3,4-dimethoxyphenyl)-2-methyl-1,3-thiazole-5-carboxylate

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: 317.37

Molecular Weight (Monoisotopic): 317.0722

AlogP: 2.93

#Rotatable Bonds: 5

Polar Surface Area: 57.65

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.43

CX LogP: 2.84

CX LogD: 2.84

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.63

Np Likeness Score: -1.35

References

1. Liu CL, Li L, Li ZM..  (2004)  Design, synthesis, and biological activity of novel 4-(3,4-dimethoxyphenyl)-2-methylthiazole-5-carboxylic acid derivatives.,  12  (11): [PMID:15142542] [10.1016/j.bmc.2004.03.050]

Source

Source(1):

• Scientific Literature