4-Hydroxyquinoline

ID: ALA1232567

Cas Number: 611-36-9

PubChem CID: 69141

Product Number: Q473475, Order Now?

Max Phase: Preclinical

Molecular Formula: C9H7NO

Molecular Weight: 145.16

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 4-Hydroxyquinoline | 4-Quinolone | 4-Hydroxyquinoline|Quinolin-4-ol|611-36-9|4-Quinolinol|quinolin-4(1H)-one|529-37-3|4(1H)-Quinolinone|Kynurine|1H-quinolin-4-one|4-Quinolone|Quinoline, 4-hydroxy-|4-hydroxy quinoline|MFCD00006777|CCRIS 4329|4-Chinolinol|NSC 3183|MFCD00956391|1,4-dihydroquinolin-4-one|M1O131WXFO|CHEBI:15815|NSC-3183|4-Oxoquinoline|EINECS 210-268-2|UNII-M1O131WXFO|BRN 1524969|3kpu|1H-quinoline-4one|4(1H)-quinolone|4-hydroxy-quinoline|4-OXO-1,4-DIHYDROQUINOLINE|4-Quinolinol, 98%|4-Show More⌵

Canonical SMILES:  Oc1ccnc2ccccc12

Standard InChI:  InChI=1S/C9H7NO/c11-9-5-6-10-8-4-2-1-3-7(8)9/h1-6H,(H,10,11)

Standard InChI Key:  PMZDQRJGMBOQBF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 11 12  0  0  0  0  0  0  0  0999 V2000
   -0.6750   -1.5233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3895   -0.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3895    0.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6750   -0.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4684   -0.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6750    0.9517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7539   -0.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7539    0.9517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4684    0.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0394   -0.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0394    0.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  2  3  2  0
  2  4  1  0
  3  6  1  0
  4 10  2  0
  5  7  2  0
  5  9  1  0
 11  6  2  0
  7 10  1  0
  8  9  2  0
  8 11  1  0
 10 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1232567

   4-Quinolinol

Molecule Features

Natural Product: Yes

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: 145.16

Molecular Weight (Monoisotopic): 145.0528

AlogP: 1.94

#Rotatable Bonds: ┄

Polar Surface Area: 33.12

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.63

CX Basic pKa: 2.76

CX LogP: 1.83

CX LogD: 1.83

Aromatic Rings: 2

Heavy Atoms: 11

QED Weighted: 0.61

Np Likeness Score: -0.08

References

1. Tukey RH, Strassburg CP..  (2000)  Human UDP-glucuronosyltransferases: metabolism, expression, and disease.,  40  (1): [PMID:10836148] [10.1146/annurev.pharmtox.40.1.581]

2. Greeff J, Joubert J, Malan SF, van Dyk S..  (2012)  Antioxidant properties of 4-quinolones and structurally related flavones.,  20  (2): [PMID:22197671] [10.1016/j.bmc.2011.11.068]

3. Shilabin AG, Dzhekieva L, Misra P, Jayaram B, Pratt RF..  (2012)  4-quinolones as noncovalent inhibitors of high molecular mass penicillin-binding proteins.,  3  (7): [PMID:24900515] [10.1021/ml3001006]

4. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

5. Chen Y, Liu ZL, Fu TM, Li W, Xu XL, Sun HP..  (2015)  Discovery of new acetylcholinesterase inhibitors with small core structures through shape-based virtual screening.,  25  (17): [PMID:26212777] [10.1016/j.bmcl.2015.07.026]

6. Wapenaar H, van den Bosch T, Leus NGJ, van der Wouden PE, Eleftheriadis N, Hermans J, Hailu GS, Rotili D, Mai A, Dömling A, Bischoff R, Haisma HJ, Dekker FJ..  (2017)  The relevance of Ki calculation for bi-substrate enzymes illustrated by kinetic evaluation of a novel lysine (K) acetyltransferase 8 inhibitor.,  136  [PMID:28527406] [10.1016/j.ejmech.2017.05.015]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data