N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)benzamide

ID: ALA4795966

PubChem CID: 53390146

Max Phase: Preclinical

Molecular Formula: C16H12N2O3S

Molecular Weight: 312.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1nc(-c2ccc(O)cc2O)cs1)c1ccccc1

Standard InChI:  InChI=1S/C16H12N2O3S/c19-11-6-7-12(14(20)8-11)13-9-22-16(17-13)18-15(21)10-4-2-1-3-5-10/h1-9,19-20H,(H,17,18,21)

Standard InChI Key:  PAXOEHHSHZYPGE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   11.1969  -10.2938    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.0211  -10.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2776   -9.5104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6090   -9.0241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9447   -9.5104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0580   -9.2554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6696   -9.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4531   -9.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6263   -8.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0096   -8.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2285   -8.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1607   -9.2561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5485   -9.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7202  -10.6139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4963  -10.6152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4101   -8.4951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7455   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1571   -9.1228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3726   -9.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1763  -10.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7645   -9.5535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5492   -8.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  3  6  1  0
  5 12  1  0
 12 13  1  0
 13 21  1  0
 13 14  2  0
  7 15  1  0
  9 16  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 17 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4795966

   N-[4-(2,4-dihydroxyphenyl)-1,3-thiazol-2-yl]benzamide

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: 312.35

Molecular Weight (Monoisotopic): 312.0569

AlogP: 3.47

#Rotatable Bonds: 3

Polar Surface Area: 82.45

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.46

CX Basic pKa: ┄

CX LogP: 3.83

CX LogD: 3.80

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.69

Np Likeness Score: -1.17

References

1. Roulier B,Pérès B,Haudecoeur R.  (2020)  Advances in the Design of Genuine Human Tyrosinase Inhibitors for Targeting Melanogenesis and Related Pigmentations.,  63  (22.0): [PMID:32787103] [10.1021/acs.jmedchem.0c00994]

Source

Source(1):

• Scientific Literature