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

ID: ALA4228799

PubChem CID: 145987262

Max Phase: Preclinical

Molecular Formula: C24H26FN3O3

Molecular Weight: 423.49

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H26FN3O3/c1-3-28-20-8-6-5-7-19(20)22(21(23(28)29)24(30)31-4-2)27-15-13-26(14-16-27)18-11-9-17(25)10-12-18/h5-12H,3-4,13-16H2,1-2H3

Standard InChI Key:  IFUFOSPBDDUKBY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   12.7393  -18.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7382  -19.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4462  -20.0239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4444  -18.3865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1531  -18.7918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1519  -19.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8581  -20.0215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5700  -19.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5711  -18.7938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8604  -18.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8641  -17.5639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5737  -17.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5756  -16.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8697  -15.9305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1602  -16.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1566  -17.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8717  -15.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5826  -14.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5860  -13.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8793  -13.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1677  -13.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1678  -14.7100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8558  -20.8386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2766  -20.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2799  -18.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9866  -18.7963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2819  -17.5688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6953  -18.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4020  -18.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5624  -21.2492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8813  -12.6674    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
 23 30  1  0
 20 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4228799

   ---

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: 423.49

Molecular Weight (Monoisotopic): 423.1958

AlogP: 3.66

#Rotatable Bonds: 5

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: 3.45

CX LogD: 3.45

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.59

Np Likeness Score: -1.22

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