ethyl 4-(hex-1-ynyl)-6-methoxyquinoline-2-carboxylate

ID: ALA4640915

PubChem CID: 156015380

Max Phase: Preclinical

Molecular Formula: C19H21NO3

Molecular Weight: 311.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCC#Cc1cc(C(=O)OCC)nc2ccc(OC)cc12

Standard InChI:  InChI=1S/C19H21NO3/c1-4-6-7-8-9-14-12-18(19(21)23-5-2)20-17-11-10-15(22-3)13-16(14)17/h10-13H,4-7H2,1-3H3

Standard InChI Key:  BNQJTSOZEFYSJR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.5604  -22.5759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5592  -23.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2714  -23.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2696  -22.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9824  -22.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9831  -23.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6958  -23.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4082  -23.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4034  -22.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6902  -22.1579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1128  -22.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8471  -23.8076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1356  -23.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6975  -24.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8237  -22.5514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5282  -22.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2391  -22.5403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1063  -21.3312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6914  -25.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6854  -26.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9747  -26.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9687  -27.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2580  -27.8772    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  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  9 11  1  0
  2 12  1  0
 12 13  1  0
  7 14  1  0
 11 15  1  0
 15 16  1  0
 16 17  1  0
 11 18  2  0
 14 19  3  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4640915

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 311.38

Molecular Weight (Monoisotopic): 311.1521

AlogP: 3.96

#Rotatable Bonds: 5

Polar Surface Area: 48.42

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.31

CX LogP: 4.84

CX LogD: 4.84

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.48

Np Likeness Score: -0.46

References

1. Costa CA, Lopes RM, Ferraz LS, Esteves GNN, Di Iorio JF, Souza AA, de Oliveira IM, Manarin F, Judice WAS, Stefani HA, Rodrigues T..  (2020)  Cytotoxicity of 4-substituted quinoline derivatives: Anticancer and antileishmanial potential.,  28  (11): [PMID:32336669] [10.1016/j.bmc.2020.115511]

Source

Source(1):

• Scientific Literature