(S)-N-(2-oxotetrahydrofuran-3-yl)-2-(p-tolylthio)acetamide

ID: ALA4583701

PubChem CID: 11161410

Max Phase: Preclinical

Molecular Formula: C13H15NO3S

Molecular Weight: 265.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(SCC(=O)N[C@H]2CCOC2=O)cc1

Standard InChI:  InChI=1S/C13H15NO3S/c1-9-2-4-10(5-3-9)18-8-12(15)14-11-6-7-17-13(11)16/h2-5,11H,6-8H2,1H3,(H,14,15)/t11-/m0/s1

Standard InChI Key:  LXSWHHDDJZUZPN-NSHDSACASA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   33.2283  -15.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9358  -16.2535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6481  -15.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3962  -16.1771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9479  -15.5663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.5360  -14.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7324  -15.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5663  -16.9764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5203  -16.2483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8142  -15.8370    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.2307  -15.0231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1049  -16.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4023  -15.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6936  -16.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6901  -17.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4013  -17.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1071  -17.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9815  -17.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  1
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  3  1  0
  4  8  2  0
  2  1  1  0
  1  9  1  0
  9 10  1  0
  1 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4583701

   2-(4-methylphenyl)sulfanyl-N-[(3S)-2-oxooxolan-3-yl]acetamide

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: 265.33

Molecular Weight (Monoisotopic): 265.0773

AlogP: 1.52

#Rotatable Bonds: 4

Polar Surface Area: 55.40

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.16

CX Basic pKa: ┄

CX LogP: 1.42

CX LogD: 1.42

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.66

Np Likeness Score: -1.26

References

1. Chbib C..  (2020)  Impact of the structure-activity relationship of AHL analogues on quorum sensing in Gram-negative bacteria.,  28  (3): [PMID:31918952] [10.1016/j.bmc.2019.115282]

Source

Source(1):

• Scientific Literature