1-ethoxy-3-phenyl-1H-pyrano[4,3-b]quinoline

ID: ALA1081640

PubChem CID: 46865890

Max Phase: Preclinical

Molecular Formula: C20H17NO2

Molecular Weight: 303.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC1OC(c2ccccc2)=Cc2nc3ccccc3cc21

Standard InChI:  InChI=1S/C20H17NO2/c1-2-22-20-16-12-15-10-6-7-11-17(15)21-18(16)13-19(23-20)14-8-4-3-5-9-14/h3-13,20H,2H2,1H3

Standard InChI Key:  JOZBEONDEAVYJF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    3.9611  -14.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9599  -15.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6747  -15.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6729  -13.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3883  -14.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3891  -15.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1044  -15.6091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0987  -13.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8146  -14.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8164  -15.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5295  -15.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2455  -15.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2437  -14.3613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5260  -13.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9569  -15.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9562  -16.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6701  -16.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3853  -16.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3820  -15.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6675  -15.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5231  -13.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2361  -12.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2332  -11.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  5  6  1  0
  3  6  2  0
  9 14  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
  6  7  1  0
  7 10  2  0
 15 16  2  0
  1  2  2  0
 16 17  1  0
  9  8  2  0
 17 18  2  0
  8  5  1  0
 18 19  1  0
  9 10  1  0
 19 20  2  0
 20 15  1  0
 12 15  1  0
  5  4  2  0
 14 21  1  0
  4  1  1  0
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1081640

   1-ethoxy-3-phenyl-1H-pyrano[4,3-b]quinoline

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: 303.36

Molecular Weight (Monoisotopic): 303.1259

AlogP: 4.80

#Rotatable Bonds: 3

Polar Surface Area: 31.35

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.92

CX LogP: 4.45

CX LogD: 4.45

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.70

Np Likeness Score: 0.25

References

1. Rudys S, Ríos-Luci C, Pérez-Roth E, Cikotiene I, Padrón JM..  (2010)  Antiproliferative activity of novel benzo[b][1,6]naphthyridines in human solid tumor cell lines.,  20  (5): [PMID:20144871] [10.1016/j.bmcl.2010.01.112]

Source

Source(1):

• Scientific Literature