ethyl 4-(4-(4-fluorophenyl)piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate

ID: ALA4227773

PubChem CID: 145969999

Max Phase: Preclinical

Molecular Formula: C23H24FN3O3

Molecular Weight: 409.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1c(N2CCN(c3ccc(F)cc3)CC2)c2ccccc2n(C)c1=O

Standard InChI:  InChI=1S/C23H24FN3O3/c1-3-30-23(29)20-21(18-6-4-5-7-19(18)25(2)22(20)28)27-14-12-26(13-15-27)17-10-8-16(24)9-11-17/h4-11H,3,12-15H2,1-2H3

Standard InChI Key:  RPWMLZCKSOMJJA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.0047   -6.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0035   -7.8069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7116   -8.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7098   -6.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4184   -6.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4173   -7.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1235   -8.2135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8353   -7.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8365   -6.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1258   -6.5722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1295   -5.7559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8390   -5.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8410   -4.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1351   -4.1225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4256   -4.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4219   -5.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1370   -3.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8479   -2.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8514   -2.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1447   -1.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4331   -2.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4331   -2.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1212   -9.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5419   -8.2170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5453   -6.5780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2520   -6.9883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5472   -5.7608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9607   -6.5814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6674   -6.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1467   -0.8594    0.0000 F   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
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 10 11  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 14 17  1  0
  7 23  1  0
  8 24  2  0
 25 26  1  0
 25 27  2  0
  9 25  1  0
 26 28  1  0
 28 29  1  0
 20 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4227773

   ---

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: 409.46

Molecular Weight (Monoisotopic): 409.1802

AlogP: 3.18

#Rotatable Bonds: 4

Polar Surface Area: 54.78

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.85

CX LogP: 3.09

CX LogD: 3.09

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: -1.07

References

1. Banu S, Bollu R, Naseema M, Gomedhika PM, Nagarapu L, Sirisha K, Kumar CG, Gundasw SK..  (2018)  A novel templates of piperazinyl-1,2-dihydroquinoline-3-carboxylates: Synthesis, anti-microbial evaluation and molecular docking studies.,  28  (7): [PMID:29534925] [10.1016/j.bmcl.2018.03.007]

Source

Source(1):

• Scientific Literature