1-(3-(4-(4-Chlorophenyl)piperazin-1-yl)propyl)-3,4-dihydroquinolin-2(1H)-one oxalate

ID: ALA5196870

PubChem CID: 168285555

Max Phase: Preclinical

Molecular Formula: C24H28ClN3O5

Molecular Weight: 383.92

Names and Identifiers

Canonical SMILES:  O=C(O)C(=O)O.O=C1CCc2ccccc2N1CCCN1CCN(c2ccc(Cl)cc2)CC1

Standard InChI:  InChI=1S/C22H26ClN3O.C2H2O4/c23-19-7-9-20(10-8-19)25-16-14-24(15-17-25)12-3-13-26-21-5-2-1-4-18(21)6-11-22(26)27;3-1(4)2(5)6/h1-2,4-5,7-10H,3,6,11-17H2;(H,3,4)(H,5,6)

Standard InChI Key:  YHFOLWJGPOSZDG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
   -0.6836    1.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0307    1.8392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0307    2.6644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7454    1.4266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3589   -0.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0734    0.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7878   -0.1924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7878   -1.0174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0734   -1.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3589   -1.0174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5020    0.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4978   -0.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2125   -2.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9268   -2.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6382   -2.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6433   -1.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7836    0.2196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5022    1.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2147    1.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9291    1.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9307    0.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2193   -0.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6433    1.4550    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  1  5  2  0
  1  6  1  0
  7  8  1  0
  9  8  1  0
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  7 12  1  0
 12 11  1  0
  9 13  1  0
 12 14  1  0
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 15 16  1  0
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 18 17  1  0
 19 18  2  0
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 25 24  1  0
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 19 26  1  0
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 29 28  1  0
 30 29  2  0
 31 30  1  0
 32 31  2  0
 13 32  1  0
 30 33  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 383.92

Molecular Weight (Monoisotopic): 383.1764

AlogP: 3.83

#Rotatable Bonds: 5

Polar Surface Area: 26.79

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.70

CX LogP: 3.80

CX LogD: 3.32

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.78

Np Likeness Score: -1.54

References

1. Pavletić P, Semeano A, Yano H, Bonifazi A, Giorgioni G, Piergentili A, Quaglia W, Sabbieti MG, Agas D, Santoni G, Pallini R, Ricci-Vitiani L, Sabato E, Vistoli G, Del Bello F..  (2022)  Highly Potent and Selective Dopamine D₄ Receptor Antagonists Potentially Useful for the Treatment of Glioblastoma.,  65  (18.0): [PMID:36098685] [10.1021/acs.jmedchem.2c00840]

Source

Source(1):

• Scientific Literature