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

ID: ALA5196873

PubChem CID: 168285559

Max Phase: Preclinical

Molecular Formula: C23H28N4O5

Molecular Weight: 350.47

Names and Identifiers

Canonical SMILES:  O=C(O)C(=O)O.O=C1CCc2ccccc2N1CCCN1CCN(c2ccccn2)CC1

Standard InChI:  InChI=1S/C21H26N4O.C2H2O4/c26-21-10-9-18-6-1-2-7-19(18)25(21)13-5-12-23-14-16-24(17-15-23)20-8-3-4-11-22-20;3-1(4)2(5)6/h1-4,6-8,11H,5,9-10,12-17H2;(H,3,4)(H,5,6)

Standard InChI Key:  XBLQWGDDRIRBTR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.4298    0.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1443   -0.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4298   -1.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7153   -0.8708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0010   -1.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7132   -0.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4274   -1.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1418   -0.8708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8560   -1.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2825   -2.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8586    0.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8588    1.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5713    1.6019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2858    1.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2874    0.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5760   -0.0475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1436    1.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5708    1.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5708    2.5181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2856    1.2801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1436    0.4549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8583    1.6929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  6  5  1  0
  1  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
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 15 14  1  0
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 11 20  1  0
  3 21  1  0
 22 21  2  0
 23 22  1  0
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 26 25  2  0
 21 26  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 27 31  2  0
 27 32  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: 350.47

Molecular Weight (Monoisotopic): 350.2107

AlogP: 2.57

#Rotatable Bonds: 5

Polar Surface Area: 39.68

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.49

CX LogP: 2.57

CX LogD: 2.22

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.83

Np Likeness Score: -1.80

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