1-Oxo-1H-isothiochromene-3-carboxylic acid(4-phenylthiazol-2-yl)-amide

ID: ALA3127831

PubChem CID: 24286716

Max Phase: Preclinical

Molecular Formula: C19H12N2O2S2

Molecular Weight: 364.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1nc(-c2ccccc2)cs1)c1cc2ccccc2c(=O)s1

Standard InChI:  InChI=1S/C19H12N2O2S2/c22-17(16-10-13-8-4-5-9-14(13)18(23)25-16)21-19-20-15(11-24-19)12-6-2-1-3-7-12/h1-11H,(H,20,21,22)

Standard InChI Key:  GDVHICPGRTULPX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.7842   -6.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3553   -6.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4987   -6.5624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4987   -7.3874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2131   -6.1499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0139   -7.3828    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9276   -6.5624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6813   -6.2268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2333   -6.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8208   -7.5544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0538   -6.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3894   -6.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2098   -5.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6948   -6.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3592   -7.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5387   -7.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0697   -4.0874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  2 11  1  0
 10 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3127831

   1-oxo-N-(4-phenyl-1,3-thiazol-2-yl)isothiochromene-3-carboxamide

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: 364.45

Molecular Weight (Monoisotopic): 364.0340

AlogP: 4.64

#Rotatable Bonds: 3

Polar Surface Area: 59.06

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.78

CX Basic pKa: ┄

CX LogP: 4.93

CX LogD: 4.79

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.58

Np Likeness Score: -1.77

References

1. Kaminskyy D, Kryshchyshyn A, Nektegayev I, Vasylenko O, Grellier P, Lesyk R..  (2014)  Isothiocoumarin-3-carboxylic acid derivatives: synthesis, anticancer and antitrypanosomal activity evaluation.,  75  [PMID:24530491] [10.1016/j.ejmech.2014.01.028]

Source

Source(1):

• Scientific Literature