ethyl 1-benzyl-3-(4-methyl-2-pivalamidothiazol-5-yl)-1H-pyrazole-5-carboxylate

Names and Identifiers

Canonical SMILES: CCOC(=O)c1cc(-c2sc(NC(=O)C(C)(C)C)nc2C)nn1Cc1ccccc1

Standard InChI: InChI=1S/C22H26N4O3S/c1-6-29-19(27)17-12-16(25-26(17)13-15-10-8-7-9-11-15)18-14(2)23-21(30-18)24-20(28)22(3,4)5/h7-12H,6,13H2,1-5H3,(H,23,24,28)

Standard InChI Key: YGBBVYDQOPWHSA-UHFFFAOYSA-N

Molfile:

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   -3.3124   -1.1013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4993   -1.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1136   -0.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6910    0.0815    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4287   -0.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1350   -1.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1592    0.0978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1922    0.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9226    1.3057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4948    1.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7644    0.9793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5278    2.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8238    1.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2975   -0.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7224   -0.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0179   -0.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0994    0.1952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9126    0.3355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7476   -1.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7791   -1.8309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4458   -0.5670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1755   -0.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737   -0.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3283    0.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0689    1.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3606    2.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0352    3.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8615    3.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2892    2.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903    1.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  7  8  1  0
  3  4  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 14  2  0
  3 14  1  0
  8  9  2  0
 16 19  1  0
  4  5  1  0
 19 20  2  0
  8 10  1  0
 19 21  1  0
  5  1  2  0
 21 22  1  0
 10 11  1  0
 22 23  1  0
  1  2  1  0
 17 24  1  0
 10 12  1  0
 24 25  1  0
  2  6  1  0
 25 26  2  0
 10 13  1  0
 26 27  1  0
 14 15  1  0
 27 28  2  0
 28 29  1  0
  5  7  1  0
 29 30  2  0
 30 25  1  0
M  END

Alternative Forms

Parent:

ALA1099214
Ethyl 2-benzyl-5-[2-(2,2-dimethylpropanoylamino)-4-methyl-1,3-thiazol-5-yl]pyrazole-3-carboxylate

Associated Targets(Human)

CFTR Tclin Cystic fibrosis transmembrane conductance regulator (2075 Activities)

Discover Target: CFTR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 426.54	Molecular Weight (Monoisotopic): 426.1726	AlogP: 4.52	#Rotatable Bonds: 6
Polar Surface Area: 86.11	Molecular Species: NEUTRAL	HBA: 7	HBD: 1
#RO5 Violations: ┄	HBA (Lipinski): 7	HBD (Lipinski): 1	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 7.87	CX Basic pKa: ┄	CX LogP: 4.95	CX LogD: 4.83
Aromatic Rings: 3	Heavy Atoms: 30	QED Weighted: 0.59	Np Likeness Score: -1.78

References

1. Ye L, Knapp JM, Sangwung P, Fettinger JC, Verkman AS, Kurth MJ.. (2010) Pyrazolylthiazole as DeltaF508-cystic fibrosis transmembrane conductance regulator correctors with improved hydrophilicity compared to bithiazoles., 53 (9): [PMID:20373765] [10.1021/jm100235h]

Source

Source(1):

Scientific Literature