(8-hydroxyquinolin-5-yl)methyl acetate

ID: ALA3274778

Cas Number: 58370-96-0

PubChem CID: 279625

Max Phase: Preclinical

Molecular Formula: C12H11NO3

Molecular Weight: 217.22

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(=O)OCc1ccc(O)c2ncccc12

Standard InChI:  InChI=1S/C12H11NO3/c1-8(14)16-7-9-4-5-11(15)12-10(9)3-2-6-13-12/h2-6,15H,7H2,1H3

Standard InChI Key:  USZNMYUVICAVDO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   19.0850   -7.2401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7967   -7.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7967   -8.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0850   -8.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3691   -8.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6532   -8.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9415   -8.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9415   -7.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6532   -7.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3691   -7.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6532   -6.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6522   -9.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9372  -10.1267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9361  -10.9517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2212  -11.3633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6501  -11.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  1 10  1  0
  5 10  1  0
  9 11  1  0
  6 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
M  END

Alternative Forms

Associated Targets(non-human)

Comt Catechol O-methyltransferase (651 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: 217.22Molecular Weight (Monoisotopic): 217.0739AlogP: 2.00#Rotatable Bonds: 2
Polar Surface Area: 59.42Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 8.81CX Basic pKa: 4.43CX LogP: 1.50CX LogD: 1.48
Aromatic Rings: 2Heavy Atoms: 16QED Weighted: 0.78Np Likeness Score: 0.10

References

1. Borchardt RT, Thakker DR, Warner VD, Mirth DB, Sane JN..  (1976)  Catechol O-methyltransferase. 8. Structure-activity relationships for inhibtion by 8-hydroxyquinolines.,  19  (4): [PMID:817025] [10.1021/jm00226a025]

Source