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

ID: ALA4792744

PubChem CID: 71537811

Max Phase: Preclinical

Molecular Formula: C17H14N2O4S

Molecular Weight: 342.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1nc(-c2ccc(O)cc2O)cs1)c1ccc(CO)cc1

Standard InChI:  InChI=1S/C17H14N2O4S/c20-8-10-1-3-11(4-2-10)16(23)19-17-18-14(9-24-17)13-6-5-12(21)7-15(13)22/h1-7,9,20-22H,8H2,(H,18,19,23)

Standard InChI Key:  VFSMHHKHPYWSIO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.1935  -10.2907    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.0175  -10.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2740   -9.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6055   -9.0214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9414   -9.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0541   -9.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6655   -9.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4488   -9.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6219   -8.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0054   -8.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2245   -8.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1577   -9.2533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5456   -9.8049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7173  -10.6107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4923  -10.6120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4055   -8.4926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7432   -8.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1550   -9.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3703   -9.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1738  -10.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7619   -9.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5466   -8.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3515   -8.9048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7634   -9.4930    0.0000 O   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
 18 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4792744

   N-[4-(2,4-dihydroxyphenyl)-1,3-thiazol-2-yl]-4-(hydroxymethyl)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: 342.38

Molecular Weight (Monoisotopic): 342.0674

AlogP: 2.97

#Rotatable Bonds: 4

Polar Surface Area: 102.68

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.46

CX Basic pKa: ┄

CX LogP: 3.07

CX LogD: 3.03

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.58

Np Likeness Score: -0.91

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