6,7-Di-thiophen-2-yl-2,3-dihydro-1,4-dioxa-5,8-diaza-anthracene

ID: ALA192489

PubChem CID: 44399198

Max Phase: Preclinical

Molecular Formula: C18H12N2O2S2

Molecular Weight: 352.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1csc(-c2nc3cc4c(cc3nc2-c2cccs2)OCCO4)c1

Standard InChI:  InChI=1S/C18H12N2O2S2/c1-3-15(23-7-1)17-18(16-4-2-8-24-16)20-12-10-14-13(9-11(12)19-17)21-5-6-22-14/h1-4,7-10H,5-6H2

Standard InChI Key:  FDQIIJAQLFKSSK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 28  0  0  0  0  0  0  0  0999 V2000
    2.7667    0.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7542    0.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0500   -0.4000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0417    1.2583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3292    0.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3292    0.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4667    1.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792   -0.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6167   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6125    1.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1000    0.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0958    0.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2250    0.9458    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5750   -1.2125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8083    1.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8208   -0.4042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5417    2.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2292   -0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3792   -1.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7667    1.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3542    2.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333    0.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5250    0.8458    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  6  2  0
 10  5  2  0
 11  9  1  0
 12 11  2  0
 13  7  1  0
 14  8  1  0
 15 12  1  0
 16 11  1  0
 17  7  2  0
 18  8  2  0
 19 14  1  0
 20 13  1  0
 21 18  1  0
 22 17  1  0
 23 16  1  0
 24 23  1  0
 19 21  2  0
  4  5  1  0
 20 22  2  0
 12 10  1  0
 15 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA192489

   6,7-Di-thiophen-2-yl-2,3-dihydro-1,4-dioxa-5,8-diaza-anthracene

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: 352.44

Molecular Weight (Monoisotopic): 352.0340

AlogP: 4.86

#Rotatable Bonds: 2

Polar Surface Area: 44.24

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.60

CX LogP: 4.43

CX LogD: 4.43

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.52

Np Likeness Score: -1.00

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