1-phenyl-4-(piperazin-1-yl)quinolin-2(1H)-one

ID: ALA4855595

PubChem CID: 164610218

Max Phase: Preclinical

Molecular Formula: C19H19N3O

Molecular Weight: 305.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1cc(N2CCNCC2)c2ccccc2n1-c1ccccc1

Standard InChI:  InChI=1S/C19H19N3O/c23-19-14-18(21-12-10-20-11-13-21)16-8-4-5-9-17(16)22(19)15-6-2-1-3-7-15/h1-9,14,20H,10-13H2

Standard InChI Key:  DYPZACVKKPNORE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    7.8610   -4.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8598   -5.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5679   -5.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5661   -4.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2747   -4.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2754   -5.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6922   -5.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6875   -4.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9784   -4.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4015   -5.8977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9865   -5.9039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9741   -3.4492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6801   -3.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6777   -2.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9696   -1.8200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2623   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2630   -3.0509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9897   -6.7175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2818   -7.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2844   -7.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9942   -8.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7027   -7.9358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6966   -7.1207    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
  6 11  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  7 10  2  0
  7 11  1  0
  9 12  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 11 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4855595

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 305.38

Molecular Weight (Monoisotopic): 305.1528

AlogP: 2.40

#Rotatable Bonds: 2

Polar Surface Area: 37.27

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.93

CX LogP: 2.01

CX LogD: 0.47

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.79

Np Likeness Score: -0.83

References

1. Hassan A, Badr M, Hassan HA, Abdelhamid D, Abuo-Rahma GEA..  (2021)  Novel 4-(piperazin-1-yl)quinolin-2(1H)-one bearing thiazoles with antiproliferative activity through VEGFR-2-TK inhibition.,  40  [PMID:33962153] [10.1016/j.bmc.2021.116168]

Source

Source(1):

• Scientific Literature