ID: ALA468791

Max Phase: Preclinical

Molecular Formula: C12H12N2O5

Molecular Weight: 264.24

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(Cc1ccc([N+](=O)[O-])cc1)N[C@H]1CCOC1=O

Standard InChI:  InChI=1S/C12H12N2O5/c15-11(13-10-5-6-19-12(10)16)7-8-1-3-9(4-2-8)14(17)18/h1-4,10H,5-7H2,(H,13,15)/t10-/m0/s1

Standard InChI Key:  FKWJNVQXRLPCPN-JTQLQIEISA-N

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

Properties

Molecular Weight: 264.24

Molecular Weight (Monoisotopic): 264.0746

AlogP: 0.57

#Rotatable Bonds: 4

Polar Surface Area: 98.54

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.50

CX Basic pKa:

CX LogP: 0.69

CX LogD: 0.69

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.49

Np Likeness Score: -0.98

References

1. Geske GD, Mattmann ME, Blackwell HE..  (2008)  Evaluation of a focused library of N-aryl L-homoserine lactones reveals a new set of potent quorum sensing modulators.,  18  (22): [PMID:18760602] [10.1016/j.bmcl.2008.07.089]

2. 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