quinoline-5,8-diol

ID: ALA3273857

PubChem CID: 136040209

Max Phase: Preclinical

Molecular Formula: C9H7NO2

Molecular Weight: 161.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(O)c2ncccc12

Standard InChI:  InChI=1S/C9H7NO2/c11-7-3-4-8(12)9-6(7)2-1-5-10-9/h1-5,11-12H

Standard InChI Key:  FBLZWWDWBRMCSE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 12 13  0  0  0  0  0  0  0  0999 V2000
    9.4022   -4.3916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1181   -3.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1181   -3.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4022   -2.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6863   -3.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9747   -2.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2588   -3.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2588   -3.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9747   -4.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6863   -3.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9747   -5.2166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9757   -1.9166    0.0000 O   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
M  END

Alternative Forms

1. Parent:

   

   ALA3273857

   ---

2. Alternative Forms:

   

   ALA3273857

   ---

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: 161.16

Molecular Weight (Monoisotopic): 161.0477

AlogP: 1.65

#Rotatable Bonds: ┄

Polar Surface Area: 53.35

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.39

CX Basic pKa: 5.33

CX LogP: 1.52

CX LogD: 1.47

Aromatic Rings: 2

Heavy Atoms: 12

QED Weighted: 0.58

Np Likeness Score: -0.11

References

1. Warner VD, Sane JN, Mirth DB, Turesky SS, Soloway B..  (1976)  Synthesis and in vitro evaluation of 8-hydroxyquinoline analogs as inhibitors of dental plaque.,  19  (1): [PMID:812992] [10.1021/jm00223a031]

2. 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