(E)-3-(4-Hydroxy-3-methoxyphenyl)-1-(4-nitrophenyl)prop-2-en-1-one

ID: ALA4166563

Chembl Id: CHEMBL4166563

PubChem CID: 8832941

Max Phase: Preclinical

Molecular Formula: C16H13NO5

Molecular Weight: 299.28

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)c2ccc([N+](=O)[O-])cc2)ccc1O

Standard InChI:  InChI=1S/C16H13NO5/c1-22-16-10-11(3-9-15(16)19)2-8-14(18)12-4-6-13(7-5-12)17(20)21/h2-10,19H,1H3/b8-2+

Standard InChI Key:  UWLUYCAMCMIRGK-KRXBUXKQSA-N

Associated Targets(Human)

CXCL12 Tchem Stromal cell-derived factor 1 (156 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 299.28Molecular Weight (Monoisotopic): 299.0794AlogP: 3.21#Rotatable Bonds: 5
Polar Surface Area: 89.67Molecular Species: NEUTRALHBA: 5HBD: 1
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 9.50CX Basic pKa: CX LogP: 3.37CX LogD: 3.37
Aromatic Rings: 2Heavy Atoms: 22QED Weighted: 0.40Np Likeness Score: -0.14

References

1. Regenass P, Abboud D, Daubeuf F, Lehalle C, Gizzi P, Riché S, Hachet-Haas M, Rohmer F, Gasparik V, Boeglin D, Haiech J, Knehans T, Rognan D, Heissler D, Marsol C, Villa P, Galzi JL, Hibert M, Frossard N, Bonnet D..  (2018)  Discovery of a Locally and Orally Active CXCL12 Neutraligand (LIT-927) with Anti-inflammatory Effect in a Murine Model of Allergic Airway Hypereosinophilia.,  61  (17): [PMID:30106292] [10.1021/acs.jmedchem.8b00657]

Source