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

ID: ALA1081475

PubChem CID: 46880537

Max Phase: Preclinical

Molecular Formula: C19H15NO2

Molecular Weight: 289.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1OC(c2ccccc2)=Cc2nc3ccccc3cc21

Standard InChI:  InChI=1S/C19H15NO2/c1-21-19-15-11-14-9-5-6-10-16(14)20-17(15)12-18(22-19)13-7-3-2-4-8-13/h2-12,19H,1H3

Standard InChI Key:  UWSPHANAEOKRRQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   -5.4556  -13.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4568  -14.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7419  -15.2277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7437  -13.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0284  -13.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0276  -14.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3123  -15.2216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3179  -13.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6020  -13.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003  -14.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8871  -15.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1712  -14.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1729  -13.9738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8907  -13.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4598  -15.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4605  -16.0386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2534  -16.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9686  -16.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9653  -15.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2508  -14.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8936  -12.7346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1806  -12.3196    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
M  END

Alternative Forms

1. Parent:

   

   ALA1081475

   1-methoxy-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: 289.33

Molecular Weight (Monoisotopic): 289.1103

AlogP: 4.41

#Rotatable Bonds: 2

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: 4.09

CX LogD: 4.09

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.70

Np Likeness Score: 0.50

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