SID14742433

ID: ALA1372333

PubChem CID: 3750129

Max Phase: Preclinical

Molecular Formula: C16H14N2O2

Molecular Weight: 266.30

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(-c3ccccc3O)[nH]n2)cc1

Standard InChI:  InChI=1S/C16H14N2O2/c1-20-12-8-6-11(7-9-12)14-10-15(18-17-14)13-4-2-3-5-16(13)19/h2-10,19H,1H3,(H,17,18)

Standard InChI Key:  AASRUAOBYASXDX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -2.0801    3.0024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0033   -1.7619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0163    1.6925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2386    0.9078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6511    2.1774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0636    0.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6511    3.0024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5485    0.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3186    1.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3656    3.4149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0633    3.4149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2130   -0.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3690    0.3266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5184   -1.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3656    4.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6979   -1.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539   -0.3408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0633    4.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6511    4.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6678   -2.5156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0
  2 14  1  0
  2 20  1  0
  3  4  1  0
  3  5  1  0
  4  6  2  0
  5  7  1  0
  5  9  2  0
  6  8  1  0
  6  9  1  0
  7 10  1  0
  7 11  2  0
  8 12  2  0
  8 13  1  0
 10 15  2  0
 11 18  1  0
 12 16  1  0
 13 17  2  0
 14 16  2  0
 14 17  1  0
 15 19  1  0
 18 19  2  0
M  END

Alternative Forms

Associated Targets(Human)

LMNA Tbio Prelamin-A/C (36751 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NFKB2 Tchem Nuclear factor NF-kappa-B complex (2307 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KMT2A Tchem Histone-lysine N-methyltransferase MLL (17327 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
microRNA 21 (64692 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAB9A Tbio Ras-related protein Rab-9A (22488 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALOX12 Tchem Arachidonate 12-lipoxygenase (3262 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NPC1 Tchem Niemann-Pick C1 protein (18985 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NFE2L2 Tchem Nuclear factor erythroid 2-related factor 2 (95332 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TP53 Tchem Cellular tumor antigen p53 (48468 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ATAD5 Tbio ATPase family AAA domain-containing protein 5 (122566 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SMAD3 Tchem Mothers against decapentaplegic homolog 3 (68039 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK293 (82097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TARDBP Tchem TAR DNA-binding protein 43 (40113 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NR1H2 Tchem LXR-beta (3841 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Rorc Nuclear receptor ROR-gamma (89407 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NS1 Nonstructural protein 1 (33327 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FTL Ferritin light chain (43324 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TIM10 Mitochondrial import inner membrane translocase subunit TIM10 (1435 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TIM23 Mitochondrial import inner membrane translocase subunit TIM23 (781 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Luciferin 4-monooxygenase (66902 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
vpr Aberrant vpr protein (14595 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Alox15 Arachidonate 15-lipoxygenase (53 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: 266.30Molecular Weight (Monoisotopic): 266.1055AlogP: 3.46#Rotatable Bonds: 3
Polar Surface Area: 58.14Molecular Species: NEUTRALHBA: 3HBD: 2
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 9.50CX Basic pKa: 2.43CX LogP: 3.42CX LogD: 3.41
Aromatic Rings: 3Heavy Atoms: 20QED Weighted: 0.76Np Likeness Score: -0.84

References

1. PubChem BioAssay data set, 
2. Armstrong MM, Freedman CJ, Jung JE, Zheng Y, Kalyanaraman C, Jacobson MP, Simeonov A, Maloney DJ, van Leyen K, Jadhav A, Holman TR..  (2016)  A potent and selective inhibitor targeting human and murine 12/15-LOX.,  24  (6): [PMID:26899595] [10.1016/j.bmc.2016.01.042]