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

ID: ALA3735060

PubChem CID: 127036307

Max Phase: Preclinical

Molecular Formula: C15H14ClN3O

Molecular Weight: 287.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1nc2cc3cccnc3c(Cl)c2nc1C(C)C

Standard InChI:  InChI=1S/C15H14ClN3O/c1-8(2)12-15(20-3)18-10-7-9-5-4-6-17-13(9)11(16)14(10)19-12/h4-8H,1-3H3

Standard InChI Key:  DDJNKVAUOCHNHG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  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
   -5.1950   -1.5032    0.0000 C   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
   -6.2352   -0.9050    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
  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
 17 18  1  0
 17 19  1  0
  3 17  1  0
  6 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3735060

   ---

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: 287.75

Molecular Weight (Monoisotopic): 287.0825

AlogP: 3.96

#Rotatable Bonds: 2

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: 3.87

CX LogD: 3.87

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.67

Np Likeness Score: -0.76

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]

2. Carta A, Briguglio I, Piras S, Corona P, Ibba R, Laurini E, Fermeglia M, Pricl S, Desideri N, Atzori EM, La Colla P, Collu G, Delogu I, Loddo R..  (2016)  A combined in silico/in vitro approach unveils common molecular requirements for efficient BVDV RdRp binding of linear aromatic N-polycyclic systems.,  117  [PMID:27161176] [10.1016/j.ejmech.2016.03.080]

Source

Source(1):

• Scientific Literature