2-(8-hydroxyquinolin-5-yl)ethyl acetate

ID: ALA3274779

PubChem CID: 90678815

Max Phase: Preclinical

Molecular Formula: C13H13NO3

Molecular Weight: 231.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OCCc1ccc(O)c2ncccc12

Standard InChI:  InChI=1S/C13H13NO3/c1-9(15)17-8-6-10-4-5-12(16)13-11(10)3-2-7-14-13/h2-5,7,16H,6,8H2,1H3

Standard InChI Key:  NEZOWNWJUKFIGM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   25.2058   -7.0818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9175   -7.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9175   -8.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2058   -8.7318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4899   -8.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7741   -8.7318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0624   -8.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0624   -7.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7741   -7.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4899   -7.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7741   -6.2568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7730   -9.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0580   -9.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0570  -10.7934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3420  -11.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3409  -12.0300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6280  -10.7916    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  1  0
 15 16  2  0
 15 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3274779

   2-(8-Hydroxyquinolin-5-yl)ethyl acetate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 231.25

Molecular Weight (Monoisotopic): 231.0895

AlogP: 2.05

#Rotatable Bonds: 3

Polar Surface Area: 59.42

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.85

CX Basic pKa: 4.51

CX LogP: 1.79

CX LogD: 1.77

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.82

Np Likeness Score: 0.21

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

Source(1):

• Scientific Literature