(6R,7S)-7-(4-methoxyphenyl)-2-oxo-3,5,6,7-tetrahydro-2H-thiopyrano[2,3-d]thiazole-6-carbaldehyde

ID: ALA4465400

PubChem CID: 713439

Max Phase: Preclinical

Molecular Formula: C14H13NO3S2

Molecular Weight: 307.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc([C@H]2c3sc(=O)[nH]c3SC[C@H]2C=O)cc1

Standard InChI:  InChI=1S/C14H13NO3S2/c1-18-10-4-2-8(3-5-10)11-9(6-16)7-19-13-12(11)20-14(17)15-13/h2-6,9,11H,7H2,1H3,(H,15,17)/t9-,11-/m1/s1

Standard InChI Key:  PQBOEVCLLCNGOW-MWLCHTKSSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   17.4706  -14.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4706  -15.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1758  -16.0673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1758  -14.4329    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.8811  -14.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8856  -15.6593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6608  -15.9065    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.1355  -15.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6536  -14.5900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7626  -16.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7638  -16.8911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1756  -16.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4665  -17.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4666  -18.1081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1750  -18.5171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8849  -18.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8813  -17.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9527  -15.2411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1765  -19.3343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4696  -19.7442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
 10 11  2  0
  2 10  1  6
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  3 12  1  6
  8 18  2  0
 15 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4465400

   (6R,7S)-7-(4-methoxyphenyl)-2-oxo-3,5,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazole-6-carbaldehyde

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: 307.40

Molecular Weight (Monoisotopic): 307.0337

AlogP: 2.50

#Rotatable Bonds: 3

Polar Surface Area: 59.16

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.71

CX Basic pKa: ┄

CX LogP: 2.19

CX LogD: 2.19

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.89

Np Likeness Score: 0.05

References

1. Pathania S, Narang RK, Rawal RK..  (2019)  Role of sulphur-heterocycles in medicinal chemistry: An update.,  180  [PMID:31330449] [10.1016/j.ejmech.2019.07.043]

Source

Source(1):

• Scientific Literature