2,3-Di-thiophen-2-yl-benzo[g]quinoxaline

ID: ALA364499

PubChem CID: 9950039

Max Phase: Preclinical

Molecular Formula: C20H12N2S2

Molecular Weight: 344.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1csc(-c2nc3cc4ccccc4cc3nc2-c2cccs2)c1

Standard InChI:  InChI=1S/C20H12N2S2/c1-2-6-14-12-16-15(11-13(14)5-1)21-19(17-7-3-9-23-17)20(22-16)18-8-4-10-24-18/h1-12H

Standard InChI Key:  KJGKKTZSQZGMIO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 28  0  0  0  0  0  0  0  0999 V2000
    2.4417   -1.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4292   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7250   -2.0292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167   -0.3792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0042   -0.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0042   -1.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1417   -0.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542   -2.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9000   -0.6917    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500   -2.8417    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -2.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2875   -0.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4208   -0.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4208   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167    0.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9042   -1.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0542   -3.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -0.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4625   -2.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292    0.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1375   -2.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1375   -0.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8500   -0.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8500   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  2  2  0
  5  6  1  0
  6  3  1  0
  7  2  1  0
  8  1  1  0
  9  7  1  0
 10  8  1  0
 11  6  2  0
 12  5  2  0
 13 14  1  0
 14 11  1  0
 15  7  2  0
 16  8  2  0
 17 10  1  0
 18  9  1  0
 19 16  1  0
 20 15  1  0
 21 14  2  0
 22 13  2  0
 23 24  2  0
 24 21  1  0
 17 19  2  0
  4  5  1  0
 18 20  2  0
 13 12  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA364499

   2,3-Di-thiophen-2-yl-benzo[g]quinoxaline

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: 344.46

Molecular Weight (Monoisotopic): 344.0442

AlogP: 6.24

#Rotatable Bonds: 2

Polar Surface Area: 25.78

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.91

CX LogD: 5.91

Aromatic Rings: 5

Heavy Atoms: 24

QED Weighted: 0.35

Np Likeness Score: -0.92

References

1. Székelyhidi Z, Pató J, Wáczek F, Bánhegyi P, Hegymegi-Barakonyi B, Erös D, Mészáros G, Hollósy F, Hafenbradl D, Obert S, Klebl B, Kéri G, Orfi L..  (2005)  Synthesis of selective SRPK-1 inhibitors: novel tricyclic quinoxaline derivatives.,  15  (13): [PMID:15925511] [10.1016/j.bmcl.2005.04.064]

Source

Source(1):

• Scientific Literature