3-amino-1-hydroxy-3,4-dihydroquinolin-2(1H)-one

ID: ALA5203489

Cas Number: 25263-70-1

PubChem CID: 135742

Max Phase: Preclinical

Molecular Formula: C9H10N2O2

Molecular Weight: 178.19

Names and Identifiers

Canonical SMILES:  NC1Cc2ccccc2N(O)C1=O

Standard InChI:  InChI=1S/C9H10N2O2/c10-7-5-6-3-1-2-4-8(6)11(13)9(7)12/h1-4,7,13H,5,10H2

Standard InChI Key:  HYTRYTZFJVVZAF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 13 14  0  0  0  0  0  0  0  0999 V2000
   -1.7852   -0.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0706    0.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3587    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3587   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0688   -1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852   -0.8288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705   -0.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558   -1.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558    1.2377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852   -1.2377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  1  0
  9  8  1  0
 10  9  1  0
  4 10  1  0
  7 11  1  0
  8 12  2  0
  9 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5203489

   3-Amino-3,4-dihydro-1-hydroxy-2(1H)-quinolinone

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 178.19

Molecular Weight (Monoisotopic): 178.0742

AlogP: 0.29

#Rotatable Bonds: ┄

Polar Surface Area: 66.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.50

CX Basic pKa: 7.39

CX LogP: -0.15

CX LogD: -0.27

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.56

Np Likeness Score: 0.30

References

1. Wu Q, Sun Z, Chen Z, Liu J, Ding H, Luo C, Wang M, Du D..  (2022)  The discovery of a non-competitive GOT1 inhibitor, hydralazine hydrochloride, via a coupling reaction-based high-throughput screening assay.,  73  [PMID:35820623] [10.1016/j.bmcl.2022.128883]

Source

Source(1):

• Scientific Literature