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

ID: ALA4640650

PubChem CID: 156014867

Max Phase: Preclinical

Molecular Formula: C17H17NO4

Molecular Weight: 299.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cc(C#CCCO)c2cc(OC)ccc2n1

Standard InChI:  InChI=1S/C17H17NO4/c1-3-22-17(20)16-10-12(6-4-5-9-19)14-11-13(21-2)7-8-15(14)18-16/h7-8,10-11,19H,3,5,9H2,1-2H3

Standard InChI Key:  VMDQIBPEBLXQMC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   27.7129   -1.9563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7118   -2.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4198   -3.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4180   -1.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1267   -1.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1274   -2.7717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8359   -3.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5442   -2.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5395   -1.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8304   -1.5424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2447   -1.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9549   -1.9372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2397   -0.7157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6601   -1.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3703   -1.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0037   -3.1838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2964   -2.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8376   -3.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8316   -4.8123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8256   -5.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5302   -6.0433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2409   -5.6400    0.0000 O   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
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  1  0
  2 16  1  0
 16 17  1  0
  7 18  1  0
 18 19  3  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4640650

   ---

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: 299.33

Molecular Weight (Monoisotopic): 299.1158

AlogP: 2.15

#Rotatable Bonds: 4

Polar Surface Area: 68.65

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.30

CX LogP: 2.51

CX LogD: 2.51

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.69

Np Likeness Score: -0.54

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