1-(3-(4-(2,4-dihydroxyphenyl)thiazol-2-ylamino)phenyl)ethanone

ID: ALA3618483

PubChem CID: 1075902

Max Phase: Preclinical

Molecular Formula: C17H14N2O3S

Molecular Weight: 326.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)c1cccc(Nc2nc(-c3ccc(O)cc3O)cs2)c1

Standard InChI:  InChI=1S/C17H14N2O3S/c1-10(20)11-3-2-4-12(7-11)18-17-19-15(9-23-17)14-6-5-13(21)8-16(14)22/h2-9,21-22H,1H3,(H,18,19)

Standard InChI Key:  BSPURTJDKZTSBI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972   -1.5031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8056   -3.8680    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3371   -5.2929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8371   -5.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3786   -3.8595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9508   -6.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4503   -7.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4759   -9.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9989   -8.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4993   -7.3604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5248   -6.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6302   -8.1265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7785   -9.6868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956   -2.7031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -0.9049    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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  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
 14 19  1  0
 16 20  1  0
  1 21  1  0
 21 22  2  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3618483

   1-[3-[[4-(2,4-Dihydroxyphenyl)-1,3-thiazol-2-yl]amino]phenyl]ethanone

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: 326.38

Molecular Weight (Monoisotopic): 326.0725

AlogP: 4.17

#Rotatable Bonds: 4

Polar Surface Area: 82.45

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.48

CX Basic pKa: 2.02

CX LogP: 3.74

CX LogD: 3.71

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: -1.07

References

1. Al-Asri J, Fazekas E, Lehoczki G, Perdih A, Görick C, Melzig MF, Gyémánt G, Wolber G, Mortier J..  (2015)  From carbohydrates to drug-like fragments: Rational development of novel α-amylase inhibitors.,  23  (20): [PMID:26395057] [10.1016/j.bmc.2015.09.007]

Source

Source(1):

• Scientific Literature