4-[2-Methoxy-4-(2-nitro-vinyl)-phenoxysulfonyl]-benzoic acid

ID: ALA418907

Chembl Id: CHEMBL418907

PubChem CID: 14862523

Max Phase: Preclinical

Molecular Formula: C16H13NO8S

Molecular Weight: 379.35

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/[N+](=O)[O-])ccc1OS(=O)(=O)c1ccc(C(=O)O)cc1

Standard InChI:  InChI=1S/C16H13NO8S/c1-24-15-10-11(8-9-17(20)21)2-7-14(15)25-26(22,23)13-5-3-12(4-6-13)16(18)19/h2-10H,1H3,(H,18,19)/b9-8+

Standard InChI Key:  FMXXONPXMIWVBT-CMDGGOBGSA-N

Associated Targets(Human)

EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABL1 Tclin Tyrosine-protein kinase ABL (162 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

ABL Tyrosine-protein kinase V-ABL (68 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: 379.35Molecular Weight (Monoisotopic): 379.0362AlogP: 2.41#Rotatable Bonds: 7
Polar Surface Area: 133.04Molecular Species: ACIDHBA: 7HBD: 1
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 3.42CX Basic pKa: CX LogP: 2.85CX LogD: -0.54
Aromatic Rings: 2Heavy Atoms: 26QED Weighted: 0.44Np Likeness Score: -0.25

References

1. Traxler PM, Wacker O, Bach HL, Geissler JF, Kump W, Meyer T, Regenass U, Roesel JL, Lydon N..  (1991)  Sulfonylbenzoyl-nitrostyrenes: potential bisubstrate type inhibitors of the EGF-receptor tyrosine protein kinase.,  34  (8): [PMID:1652014] [10.1021/jm00112a003]
2. Chang CJ, Geahlen RL..  (1992)  Protein-tyrosine kinase inhibition: mechanism-based discovery of antitumor agents.,  55  (11): [PMID:1479375] [10.1021/np50089a001]

Source