6-(2-Hydroxy-ethylamino)-2-phenyl-quinoline-5,8-dione

ID: ALA420847

PubChem CID: 44335348

Max Phase: Preclinical

Molecular Formula: C17H14N2O3

Molecular Weight: 294.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1/C(=N/CCO)C=C(O)c2nc(-c3ccccc3)ccc21

Standard InChI:  InChI=1S/C17H14N2O3/c20-9-8-18-14-10-15(21)16-12(17(14)22)6-7-13(19-16)11-4-2-1-3-5-11/h1-7,10,20-21H,8-9H2/b18-14+

Standard InChI Key:  BASITYLLVKCSSG-NBVRZTHBSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    0.4792    0.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4792    1.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1917    0.3333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9458    1.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2333    1.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9458    0.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2333    0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9042    0.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1875    1.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2333    2.8083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2333   -0.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9000    1.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6583    1.9750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6167    0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8000    1.5583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3708    1.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292    0.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6167   -0.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0875    1.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292   -0.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417    0.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417   -0.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  6  1  0
  5  2  1  0
  6  7  2  0
  7  1  1  0
  8  3  1  0
  9  2  2  0
 10  5  2  0
 11  7  1  0
 12  8  2  0
 13  4  2  0
 14  8  1  0
 15 19  1  0
 16 13  1  0
 17 14  2  0
 18 14  1  0
 19 16  1  0
 20 18  2  0
 21 17  1  0
 22 20  1  0
  5  4  1  0
  9 12  1  0
 22 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA420847

   6-(2-Hydroxyethylamino)-2-phenylquinoline-5,8-dione

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: 294.31

Molecular Weight (Monoisotopic): 294.1004

AlogP: 2.28

#Rotatable Bonds: 3

Polar Surface Area: 82.78

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.55

CX Basic pKa: 1.39

CX LogP: 2.20

CX LogD: 0.38

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.91

Np Likeness Score: 0.10

References

1. Hargreaves R, David CL, Whitesell L, Skibo EB..  (2003)  Design of quinolinedione-based geldanamycin analogues.,  13  (18): [PMID:12941337] [10.1016/s0960-894x(03)00650-4]

Source

Source(1):

• Scientific Literature