(S)-3-oxo-N-(2-oxotetrahydrofuran-3-yl)-4-thiocyanatobutanamide

ID: ALA4462112

PubChem CID: 155528868

Max Phase: Preclinical

Molecular Formula: C9H10N2O4S

Molecular Weight: 242.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#CSCC(=O)CC(=O)N[C@H]1CCOC1=O

Standard InChI:  InChI=1S/C9H10N2O4S/c10-5-16-4-6(12)3-8(13)11-7-1-2-15-9(7)14/h7H,1-4H2,(H,11,13)/t7-/m0/s1

Standard InChI Key:  OPCHTOQCODVINP-ZETCQYMHSA-N

Molfile:  

 
     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   33.2737  -25.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9812  -26.3858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6935  -25.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4416  -26.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9933  -25.6986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.5814  -24.9904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7778  -25.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6117  -27.1087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5657  -26.3806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8596  -25.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2761  -25.1555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8626  -25.1522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1503  -26.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4441  -25.9641    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.4472  -25.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4459  -24.3304    0.0000 N   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  2  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4462112

   ---

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: 242.26

Molecular Weight (Monoisotopic): 242.0361

AlogP: -0.41

#Rotatable Bonds: 5

Polar Surface Area: 96.26

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.24

CX Basic pKa: ┄

CX LogP: -0.58

CX LogD: -0.58

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.40

Np Likeness Score: -0.26

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