SID48410292

ID: ALA1729151

PubChem CID: 24178225

Max Phase: Preclinical

Molecular Formula: C23H15ClN4O3

Molecular Weight: 430.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Cl)cc1)Nc1ccc2nc(-c3ccco3)c(-c3ccco3)nc2c1

Standard InChI:  InChI=1S/C23H15ClN4O3/c24-14-5-7-15(8-6-14)25-23(29)26-16-9-10-17-18(13-16)28-22(20-4-2-12-31-20)21(27-17)19-3-1-11-30-19/h1-13H,(H2,25,26,29)

Standard InChI Key:  KLNXYNZIEFQEEJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
    6.7541    0.8781    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5732   -0.4364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9058    1.6985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1817    0.4656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3906   -0.7719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3906    0.8781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4673   -0.7719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8962   -0.7719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1051   -0.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1051    0.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3238   -0.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3238    0.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8196   -0.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8196    0.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0383   -0.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7528   -0.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0383    0.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7528    0.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9058   -1.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5732    0.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1253   -1.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128   -1.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128    1.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1253    1.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1817   -0.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6107   -0.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6107    0.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3251   -0.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0396    0.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3251    0.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0396   -0.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 29  1  0
  2 13  1  0
  2 21  1  0
  3 14  1  0
  3 23  1  0
  4 25  2  0
  5  9  2  0
  5 11  1  0
  6 10  2  0
  6 12  1  0
  7 16  1  0
  7 25  1  0
  8 25  1  0
  8 26  1  0
  9 10  1  0
  9 13  1  0
 10 14  1  0
 11 12  2  0
 11 15  1  0
 12 17  1  0
 13 19  2  0
 14 20  2  0
 15 16  2  0
 16 18  1  0
 17 18  2  0
 19 22  1  0
 20 24  1  0
 21 22  2  0
 23 24  2  0
 26 27  2  0
 26 28  1  0
 27 30  1  0
 28 31  2  0
 29 30  2  0
 29 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1729151

   1-[2,3-Bis(2-furanyl)-6-quinoxalinyl]-3-(4-chlorophenyl)urea

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: 430.85

Molecular Weight (Monoisotopic): 430.0833

AlogP: 6.45

#Rotatable Bonds: 4

Polar Surface Area: 93.19

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.40

CX Basic pKa: ┄

CX LogP: 5.24

CX LogD: 5.24

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.34

Np Likeness Score: -1.40

References

1. PubChem BioAssay data set, 

2. Chen Q, Bryant VC, Lopez H, Kelly DL, Luo X, Natarajan A..  (2011)  2,3-Substituted quinoxalin-6-amine analogs as antiproliferatives: a structure-activity relationship study.,  21  (7): [PMID:21376584] [10.1016/j.bmcl.2011.02.055]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays