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

ID: ALA104982

PubChem CID: 10018431

Max Phase: Preclinical

Molecular Formula: C17H13ClN2O2

Molecular Weight: 312.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C(NCCCl)=CC(=O)c2nc(-c3ccccc3)ccc21

Standard InChI:  InChI=1S/C17H13ClN2O2/c18-8-9-19-14-10-15(21)16-12(17(14)22)6-7-13(20-16)11-4-2-1-3-5-11/h1-7,10,19H,8-9H2

Standard InChI Key:  CAHHEGINSVNWPK-UHFFFAOYSA-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 Cl  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  2  0
  3  1  1  0
  4  6  2  0
  5  2  1  0
  6  7  1  0
  7  1  1  0
  8  3  2  0
  9  2  1  0
 10  5  2  0
 11  7  2  0
 12  8  1  0
 13  4  1  0
 14  8  1  0
 15 19  1  0
 16 13  1  0
 17 14  1  0
 18 14  2  0
 19 16  1  0
 20 18  1  0
 21 17  2  0
 22 20  2  0
  5  4  1  0
  9 12  2  0
 22 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA104982

   6-(2-Chloroethylamino)-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: 312.76

Molecular Weight (Monoisotopic): 312.0666

AlogP: 2.84

#Rotatable Bonds: 4

Polar Surface Area: 59.06

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.56

CX LogP: 2.64

CX LogD: 2.64

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.88

Np Likeness Score: 0.24

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