2-(2,4-dimethoxyphenyl)-3H-imidazo[4,5-g]quinoline

ID: ALA3809779

PubChem CID: 127044119

Max Phase: Preclinical

Molecular Formula: C18H15N3O2

Molecular Weight: 305.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nc3cc4cccnc4cc3[nH]2)c(OC)c1

Standard InChI:  InChI=1S/C18H15N3O2/c1-22-12-5-6-13(17(9-12)23-2)18-20-15-8-11-4-3-7-19-14(11)10-16(15)21-18/h3-10H,1-2H3,(H,20,21)

Standard InChI Key:  BZNOOFYRAFTNDD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    4.6043   -0.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6043    0.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3044    1.5915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3044   -1.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9924   -0.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9924    0.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7168    1.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7168   -1.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5831   -0.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5831    0.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0045    1.2999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8792    0.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0045   -1.1298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3799    0.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2183   -1.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7144   -1.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3687    0.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5270    1.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0309    1.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5648   -2.5042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2384   -3.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8655    0.4161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3874    1.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7 10  2  0
  9  8  2  0
  8  5  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 15 20  1  0
 20 21  1  0
 17 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3809779

   ---

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: 305.34

Molecular Weight (Monoisotopic): 305.1164

AlogP: 3.80

#Rotatable Bonds: 3

Polar Surface Area: 60.03

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.99

CX Basic pKa: 4.88

CX LogP: 3.13

CX LogD: 3.13

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: -0.75

References

1. 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