2-[2-[(3,4,5-trimethoxybenzoyl)amino]thiazol-4-yl]acetic acid

ID: ALA4782117

PubChem CID: 2817788

Max Phase: Preclinical

Molecular Formula: C15H16N2O6S

Molecular Weight: 352.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)Nc2nc(CC(=O)O)cs2)cc(OC)c1OC

Standard InChI:  InChI=1S/C15H16N2O6S/c1-21-10-4-8(5-11(22-2)13(10)23-3)14(20)17-15-16-9(7-24-15)6-12(18)19/h4-5,7H,6H2,1-3H3,(H,18,19)(H,16,17,20)

Standard InChI Key:  BWYHAXUMWZQWFZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   30.7396  -19.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5286  -19.8358    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.9766  -19.1522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4622  -18.5140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7005  -18.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7928  -19.1121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9884  -18.3992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2818  -18.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5730  -18.4030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2840  -19.6269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2357  -19.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0519  -19.7587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8623  -20.5258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0459  -20.5618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6726  -21.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1156  -21.9757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9359  -21.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3055  -21.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8564  -21.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4139  -20.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7432  -22.7031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9271  -22.7443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3812  -22.6179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0104  -23.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  3  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  6 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 15 19  1  0
 19 20  1  0
 16 21  1  0
 21 22  1  0
 17 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4782117

   {2-[(3,4,5-Trimethoxybenzoyl)amino]-1,3-thiazol-4-YL}acetic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 352.37

Molecular Weight (Monoisotopic): 352.0729

AlogP: 2.05

#Rotatable Bonds: 7

Polar Surface Area: 106.98

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.27

CX Basic pKa: ┄

CX LogP: 1.96

CX LogD: -1.47

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.79

Np Likeness Score: -1.36

References

1. Pesce E,Pedemonte N,Leoni A,Locatelli A,Morigi R.  (2020)  Synthesis and biological evaluation of thiazole derivatives on basic defects underlying cystic fibrosis.,  30  (21.0): [PMID:32784089] [10.1016/j.bmcl.2020.127473]

Source

Source(1):

• Scientific Literature