ID: ALA181549

Max Phase: Preclinical

Molecular Formula: C11H7BrO2

Molecular Weight: 251.08

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  CC1=C(Br)C(=O)c2ccccc2C1=O

Standard InChI:  InChI=1S/C11H7BrO2/c1-6-9(12)11(14)8-5-3-2-4-7(8)10(6)13/h2-5H,1H3

Standard InChI Key:  AVHXUWPFOZVLBX-UHFFFAOYSA-N

Associated Targets(Human)

Vitamin K-dependent gamma-carboxylase 28 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Serine/threonine-protein kinase Aurora-A 10240 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Serine/threonine-protein kinase Aurora-B 6805 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

HCC1954 381 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

HCT-116 91556 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

MCF7 126967 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

MOLM-13 2241 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

MV4-11 7307 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

K562 73714 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

BT-549 31254 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

CAL-51 262 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Rattus norvegicus 775804 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Bos taurus 956 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Aorta 2975 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

NAD(P)H dehydrogenase [quinone] 1 3 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

Properties

Molecular Weight: 251.08Molecular Weight (Monoisotopic): 249.9629AlogP: 2.73#Rotatable Bonds: 0
Polar Surface Area: 34.14Molecular Species: HBA: 2HBD: 0
#RO5 Violations: 0HBA (Lipinski): 2HBD (Lipinski): 0#RO5 Violations (Lipinski): 0
CX Acidic pKa: CX Basic pKa: CX LogP: 2.44CX LogD: 2.44
Aromatic Rings: 1Heavy Atoms: 14QED Weighted: 0.71Np Likeness Score: 0.55

References

1. Jung YS, Joe BY, Cho SJ, Konishi Y..  (2005)  2,3-Dimethoxy-5-methyl-1,4-benzoquinones and 2-methyl-1,4-naphthoquinones: glycation inhibitors with lipid peroxidation activity.,  15  (4): [PMID:15686926] [10.1016/j.bmcl.2004.12.029]
2. Kayashima T, Mori M, Mizutani R, Nishio K, Kuramochi K, Tsubaki K, Yoshida H, Mizushina Y, Matsubara K..  (2010)  Synthesis and biological evaluation of vitamin K derivatives as angiogenesis inhibitor.,  18  (17): [PMID:20688522] [10.1016/j.bmc.2010.07.022]
3. Nasiri HR, Madej MG, Panisch R, Lafontaine M, Bats JW, Lancaster CR, Schwalbe H..  (2013)  Design, synthesis, and biological testing of novel naphthoquinones as substrate-based inhibitors of the quinol/fumarate reductase from Wolinella succinogenes.,  56  (23): [PMID:24251984] [10.1021/jm400978u]
4. Vermeer C, van 't Hoofd C, Knapen MHJ, Xanthoulea S..  (2017)  Synthesis of 2-methyl-1,4-naphthoquinones with higher gamma-glutamyl carboxylase activity than MK-4 both in vitro and in vivo.,  27  (2): [PMID:27955810] [10.1016/j.bmcl.2016.11.073]
5. Furqan M, Fayyaz A, Firdous F, Raza H, Bilal A, Saleem RSZ, Shahzad-Ul-Hussan S, Wang D, Youssef FS, Al Musayeib NM, Ashour ML, Hussain H, Faisal A..  (2022)  Identification and Characterization of Natural and Semisynthetic Quinones as Aurora Kinase Inhibitors.,  85  (6.0): [PMID:35687347] [10.1021/acs.jnatprod.1c01222]

Source