2-(2-(4-methoxyphenylamino)thiazol-4-yl)phenol

ID: ALA3618485

PubChem CID: 976639

Max Phase: Preclinical

Molecular Formula: C16H14N2O2S

Molecular Weight: 298.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Nc2nc(-c3ccccc3O)cs2)cc1

Standard InChI:  InChI=1S/C16H14N2O2S/c1-20-12-8-6-11(7-9-12)17-16-18-14(10-21-16)13-4-2-3-5-15(13)19/h2-10,19H,1H3,(H,17,18)

Standard InChI Key:  SYHFCBUIKVOGBO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  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 O   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
    2.5955    2.7031    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
  2  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 15 20  1  0
  7 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3618485

   2-{2-[(4-Methoxyphenyl)amino]-1,3-thiazol-4-yl}phenol

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: 298.37

Molecular Weight (Monoisotopic): 298.0776

AlogP: 4.27

#Rotatable Bonds: 4

Polar Surface Area: 54.38

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.08

CX Basic pKa: 2.29

CX LogP: 4.33

CX LogD: 4.32

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.76

Np Likeness Score: -1.30

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