3-benzyl-5-chloro-2-methoxypyrido[2,3-g]quinoxaline

ID: ALA3736323

PubChem CID: 127035324

Max Phase: Preclinical

Molecular Formula: C19H14ClN3O

Molecular Weight: 335.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1nc2cc3cccnc3c(Cl)c2nc1Cc1ccccc1

Standard InChI:  InChI=1S/C19H14ClN3O/c1-24-19-15(10-12-6-3-2-4-7-12)22-18-14(23-19)11-13-8-5-9-21-17(13)16(18)20/h2-9,11H,10H2,1H3

Standard InChI Key:  VPCYYJBRCLBDAB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   -2.5978    1.5002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8968    0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8968   -0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5978   -1.5002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2989   -0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2806   -0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2806    0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2989    0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5978    1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8968    0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8968   -0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5978   -1.5002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1950    1.5032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1933    2.7032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0037   -2.7002    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.1950   -1.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1928   -3.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4893   -3.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4841   -5.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1825   -6.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8860   -5.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8912   -3.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  1 10  1  0
  5 10  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  7 14  2  0
  8 11  2  0
 15 16  1  0
  2 15  1  0
  6 17  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 19 24  2  0
  3 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3736323

   ---

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: 335.79

Molecular Weight (Monoisotopic): 335.0825

AlogP: 4.43

#Rotatable Bonds: 3

Polar Surface Area: 47.90

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.10

CX LogP: 4.46

CX LogD: 4.46

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.52

Np Likeness Score: -0.81

References

1. Briguglio I, Loddo R, Laurini E, Fermeglia M, Piras S, Corona P, Giunchedi P, Gavini E, Sanna G, Giliberti G, Ibba C, Farci P, La Colla P, Pricl S, Carta A..  (2015)  Synthesis, cytotoxicity and antiviral evaluation of new series of imidazo[4,5-g]quinoline and pyrido[2,3-g]quinoxalinone derivatives.,  105  [PMID:26479028] [10.1016/j.ejmech.2015.10.002]

Source

Source(1):

• Scientific Literature