ID: ALA2334461

Max Phase: Preclinical

Molecular Formula: C17H13NO2

Molecular Weight: 263.30

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  O=C1C=C(NCc2ccccc2)C(=O)c2ccccc21

Standard InChI:  InChI=1S/C17H13NO2/c19-16-10-15(18-11-12-6-2-1-3-7-12)17(20)14-9-5-4-8-13(14)16/h1-10,18H,11H2

Standard InChI Key:  DCPOAJXJBIMQSU-UHFFFAOYSA-N

Associated Targets(Human)

HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SH-SY5Y (11521 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-3 (62116 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SNB-19 (46794 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

HT-22 (3261 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pgam5 Serine/threonine-protein phosphatase PGAM5, mitochondrial (3 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Dnm1l Dynamin-1-like protein (3 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: 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

Properties

Molecular Weight: 263.30Molecular Weight (Monoisotopic): 263.0946AlogP: 2.74#Rotatable Bonds: 3
Polar Surface Area: 46.17Molecular Species: NEUTRALHBA: 3HBD: 1
#RO5 Violations: 0HBA (Lipinski): 3HBD (Lipinski): 1#RO5 Violations (Lipinski): 0
CX Acidic pKa: CX Basic pKa: CX LogP: 2.50CX LogD: 2.50
Aromatic Rings: 2Heavy Atoms: 20QED Weighted: 0.93Np Likeness Score: 0.33

References

1. Josey BJ, Inks ES, Wen X, Chou CJ..  (2013)  Structure-activity relationship study of vitamin k derivatives yields highly potent neuroprotective agents.,  56  (3): [PMID:23327468] [10.1021/jm301485d]
2. PubChem BioAssay data set, 
3. MacGregor KA, Abdel-Hamid MK, Odell LR, Chau N, Whiting A, Robinson PJ, McCluskey A..  (2014)  Development of quinone analogues as dynamin GTPase inhibitors.,  85  [PMID:25084145] [10.1016/j.ejmech.2014.06.070]
4. Varricchio C,Beirne K,Aeschlimann P,Heard C,Rozanowska M,Votruba M,Brancale A.  (2020)  Discovery of Novel 2-Aniline-1,4-naphthoquinones as Potential New Drug Treatment for Leber's Hereditary Optic Neuropathy (LHON).,  63  (22): [PMID:33180495] [10.1021/acs.jmedchem.0c00942]
5. Lemos BC, Westphal R, Filho EV, Fiorot RG, Carneiro JWM, Gomes ACC, Guimarães CJ, de Oliveira FCE, Costa PMS, Pessoa C, Greco SJ..  (2021)  Synthetic enamine naphthoquinone derived from lawsone as cytotoxic agents assessed by in vitro and in silico evaluations.,  53  [PMID:34715305] [10.1016/j.bmcl.2021.128419]