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

ID: ALA4227311

PubChem CID: 145969300

Max Phase: Preclinical

Molecular Formula: C23H24FN3O3

Molecular Weight: 409.46

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  SOSVAJWKPJAXAR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    3.2219  -18.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2208  -19.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9288  -19.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9271  -17.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6357  -18.3089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6345  -19.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3407  -19.5386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0526  -19.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0538  -18.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3430  -17.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3467  -17.0810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0563  -16.6737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0582  -15.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3524  -15.4476    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6428  -15.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6392  -16.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3543  -14.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0652  -14.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0686  -13.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3619  -13.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6503  -13.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6504  -14.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3384  -20.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7592  -19.5421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7625  -17.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4692  -18.3134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7645  -17.0859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1779  -17.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8846  -18.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9422  -14.6349    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
 22 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4227311

   ---

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: 0.05

CX LogP: 3.09

CX LogD: 3.09

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: -1.05

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