6-Aziridin-1-yl-2-pyridin-2-yl-quinoline-5,8-dione

ID: ALA107239

PubChem CID: 44335307

Max Phase: Preclinical

Molecular Formula: C16H11N3O2

Molecular Weight: 277.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C(N2CC2)=CC(=O)c2nc(-c3ccccn3)ccc21

Standard InChI:  InChI=1S/C16H11N3O2/c20-14-9-13(19-7-8-19)16(21)10-4-5-12(18-15(10)14)11-3-1-2-6-17-11/h1-6,9H,7-8H2

Standard InChI Key:  FHBVFXQIFWFGJO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   -0.9458    1.5625    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
   -0.9458    0.7375    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
   -0.2333    1.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4792    0.7458    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
   -0.2333    0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    2.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9708    2.7458    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
    2.6167    0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6167   -0.4917    0.0000 N   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
    3.3292   -0.9042    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
    4.0417   -0.4917    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
  2  1  1  0
  3  1  2  0
  4  5  1  0
  5  1  1  0
  6  4  2  0
  7  6  1  0
  8  3  1  0
  9  2  1  0
 10  2  1  0
 11 17  1  0
 12  4  1  0
 13  5  2  0
 14 11  1  0
 15 14  2  0
 16  8  2  0
 17 12  2  0
 18 15  1  0
 19 14  1  0
 20 21  1  0
 21 19  2  0
  6  8  1  0
 10  9  1  0
  7 11  2  0
 20 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA107239

   6-(Aziridin-1-yl)-2-pyridin-2-ylquinoline-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: 277.28

Molecular Weight (Monoisotopic): 277.0851

AlogP: 1.72

#Rotatable Bonds: 2

Polar Surface Area: 62.93

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.84

CX LogP: 1.35

CX LogD: 1.35

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.78

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