(S)-12-isothiocyanato-3-oxo-N-(2-oxotetrahydrofuran-3-yl)dodecanamide

Names and Identifiers

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

Standard InChI: InChI=1S/C17H26N2O4S/c20-14(12-16(21)19-15-9-11-23-17(15)22)8-6-4-2-1-3-5-7-10-18-13-24/h15H,1-12H2,(H,19,21)/t15-/m0/s1

Standard InChI Key: OGDSYRZYJUKJBP-HNNXBMFYSA-N

Molfile:

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M  END

Alternative Forms

Parent:

ALA1823934
12-isothiocyanato-3-oxo-N-[(3S)-2-oxooxolan-3-yl]dodecanamide

Associated Targets(Human)

L-428 (203 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

A549 (127892 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

lasR Transcriptional activator protein lasR (432 Activities)

Discover Target: lasR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Molecule Features

Natural Product: Yes	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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 354.47	Molecular Weight (Monoisotopic): 354.1613	AlogP: 2.60	#Rotatable Bonds: 13
Polar Surface Area: 84.83	Molecular Species: NEUTRAL	HBA: 6	HBD: 1
#RO5 Violations: ┄	HBA (Lipinski): 6	HBD (Lipinski): 1	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 10.37	CX Basic pKa: 1.79	CX LogP: 3.10	CX LogD: 3.10
Aromatic Rings: ┄	Heavy Atoms: 24	QED Weighted: 0.18	Np Likeness Score: 0.56

References

1. Lowery CA, Salzameda NT, Sawada D, Kaufmann GF, Janda KD.. (2010) Medicinal chemistry as a conduit for the modulation of quorum sensing., 53 (21): [PMID:20669927] [10.1021/jm901742e]
2. O'Brien KT, Noto JG, Nichols-O'Neill L, Perez LJ.. (2015) Potent Irreversible Inhibitors of LasR Quorum Sensing in Pseudomonas aeruginosa., 6 (2): [PMID:25699144] [10.1021/ml500459f]
3. Nandakumar N, Dandela R, Gopas J, Meijler MM.. (2017) Quorum sensing modulators exhibit cytotoxicity in Hodgkin's lymphoma cells and interfere with NF-κB signaling., 27 (13): [PMID:28526369] [10.1016/j.bmcl.2017.05.012]
4. Soukarieh F, Williams P, Stocks MJ, Cámara M.. (2018) Pseudomonas aeruginosa Quorum Sensing Systems as Drug Discovery Targets: Current Position and Future Perspectives., 61 (23): [PMID:29999316] [10.1021/acs.jmedchem.8b00540]

Source

Source(1):

Scientific Literature