2-(3-(5-ethyl-4-phenylthiazol-2-ylamino)benzamido)acetic acid

ID: ALA4875655

PubChem CID: 164627221

Max Phase: Preclinical

Molecular Formula: C20H19N3O3S

Molecular Weight: 381.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1sc(Nc2cccc(C(=O)NCC(=O)O)c2)nc1-c1ccccc1

Standard InChI:  InChI=1S/C20H19N3O3S/c1-2-16-18(13-7-4-3-5-8-13)23-20(27-16)22-15-10-6-9-14(11-15)19(26)21-12-17(24)25/h3-11H,2,12H2,1H3,(H,21,26)(H,22,23)(H,24,25)

Standard InChI Key:  BFIKTGGDXGPONY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    2.1365   -5.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1353   -5.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8434   -6.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5530   -5.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5502   -5.1059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8416   -4.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2614   -6.3360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9685   -5.9263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7137   -6.2522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2596   -5.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8498   -4.9370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0508   -5.1082    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.0673   -5.7264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4001   -6.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2122   -6.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6923   -5.8960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3547   -5.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5436   -5.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1810   -4.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9936   -4.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392   -3.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5456   -3.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1302   -3.4769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1278   -2.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4189   -2.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4164   -1.4361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7124   -2.6640    0.0000 O   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
  4  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  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
 10 13  1  0
 11 19  1  0
 19 20  1  0
  6 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875655

   ---

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: 381.46

Molecular Weight (Monoisotopic): 381.1147

AlogP: 3.93

#Rotatable Bonds: 7

Polar Surface Area: 91.32

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.98

CX Basic pKa: 2.67

CX LogP: 4.17

CX LogD: 1.22

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: -1.57

References

1. Zhang Y, Liu J, Wu X, Yang S, Li Y, Liu S, Zhu S, Cao X, Xie Z, Lei X, Huang H, Peng J..  (2021)  Anti-chronic myeloid leukemia activity and quantitative structure-activity relationship of novel thiazole aminobenzamide derivatives.,  44  [PMID:34015503] [10.1016/j.bmcl.2021.128116]

Source

Source(1):

• Scientific Literature