SID14722517

ID: ALA1353771

PubChem CID: 614686

Max Phase: Preclinical

Molecular Formula: C13H10N2O2

Molecular Weight: 226.24

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  Oc1ccccc1-c1cc(-c2ccco2)[nH]n1

Standard InChI:  InChI=1S/C13H10N2O2/c16-12-5-2-1-4-9(12)10-8-11(15-14-10)13-6-3-7-17-13/h1-8,16H,(H,14,15)

Standard InChI Key:  VNCRDZGBWFUPGH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   -1.5458   -3.5832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2523   -0.8212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8441   -2.1311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5892   -2.9157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1767   -1.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2358   -2.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1767   -0.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4908   -2.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208   -3.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5378   -0.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8911   -0.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4658   -4.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5378    0.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8007   -4.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1333   -4.8527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8911    0.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1767    0.8288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0
  1 14  1  0
  2 10  1  0
  3  4  1  0
  3  5  2  0
  4  6  1  0
  5  7  1  0
  5  8  1  0
  6  8  2  0
  6  9  1  0
  7 10  1  0
  7 11  2  0
  9 12  2  0
 10 13  2  0
 11 16  1  0
 12 15  1  0
 13 17  1  0
 14 15  2  0
 16 17  2  0
M  END

Alternative Forms

Associated Targets(Human)

KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
microRNA 21 (64692 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SMN1 Tchem Survival motor neuron protein (34246 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAPT Tclin Microtubule-associated protein tau (95507 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 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
HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD+] (24926 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM4A Tchem Lysine-specific demethylase 4A (52245 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
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BAZ2B Tchem Bromodomain adjacent to zinc finger domain protein 2B (56204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLI Tchem DNA polymerase iota (116820 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK293 (82097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HSPA5 Tchem 78 kDa glucose-regulated protein (3319 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GMNN Tbio Geminin (128009 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
TGR Thioredoxin glutathione reductase (28579 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FTL Ferritin light chain (43324 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Luciferin 4-monooxygenase (66902 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: 226.24Molecular Weight (Monoisotopic): 226.0742AlogP: 3.04#Rotatable Bonds: 2
Polar Surface Area: 62.05Molecular Species: NEUTRALHBA: 3HBD: 2
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 8.82CX Basic pKa: 1.66CX LogP: 2.63CX LogD: 2.62
Aromatic Rings: 3Heavy Atoms: 17QED Weighted: 0.71Np Likeness Score: -1.32

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]