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

ID: ALA4227334

PubChem CID: 145970212

Max Phase: Preclinical

Molecular Formula: C24H26FN3O3

Molecular Weight: 423.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1c(N2CCN(c3ccccc3F)CC2)c2ccccc2n(CC)c1=O

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

Standard InChI Key:  HIZBHOLMOKPORQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   13.3419   -6.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3408   -7.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0488   -7.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0470   -6.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7556   -6.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7545   -7.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4607   -7.7842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1726   -7.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1737   -6.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4630   -6.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4667   -5.3267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1762   -4.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1782   -4.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4723   -3.6933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7628   -4.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7592   -4.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4743   -2.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1851   -2.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1886   -1.6595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4819   -1.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7703   -1.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7703   -2.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4584   -8.6014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8791   -7.7877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8825   -6.1488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5892   -6.5591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8845   -5.3316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2979   -6.1522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0046   -6.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1650   -9.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0622   -2.8806    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
 22 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4227334

   ---

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: 0.05

CX LogP: 3.45

CX LogD: 3.45

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.59

Np Likeness Score: -1.20

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