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

ID: ALA4227553

PubChem CID: 145967922

Max Phase: Preclinical

Molecular Formula: C25H29N3O4

Molecular Weight: 435.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1c(N2CCN(c3cccc(OC)c3)CC2)c2ccccc2n(CC)c1=O

Standard InChI:  InChI=1S/C25H29N3O4/c1-4-28-21-12-7-6-11-20(21)23(22(24(28)29)25(30)32-5-2)27-15-13-26(14-16-27)18-9-8-10-19(17-18)31-3/h6-12,17H,4-5,13-16H2,1-3H3

Standard InChI Key:  PKFNOISPIKUNLL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   21.8523  -18.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8511  -18.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5592  -19.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5574  -17.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2660  -18.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2648  -18.8819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9710  -19.2909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6829  -18.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6841  -18.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9733  -17.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9771  -16.8334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   23.9827  -15.2000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2731  -15.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2695  -16.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.9922  -12.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2806  -13.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2807  -13.9795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9687  -20.1081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3895  -19.2945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3928  -17.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0995  -18.0658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3948  -16.8383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8082  -17.6589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5150  -18.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6753  -20.5187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5730  -12.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5733  -11.9384    0.0000 C   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
 21 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4227553

   ---

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: 435.52

Molecular Weight (Monoisotopic): 435.2158

AlogP: 3.53

#Rotatable Bonds: 6

Polar Surface Area: 64.01

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.40

CX LogP: 3.15

CX LogD: 3.15

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.55

Np Likeness Score: -1.04

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