Methyl 4-(2,4-dichlorophenyl)-2-methyl-5-oxo-7-phenyl-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate

ID: ALA495040

PubChem CID: 44576540

Max Phase: Preclinical

Molecular Formula: C24H21Cl2NO3

Molecular Weight: 442.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C(C)NC2=C(C(=O)CC(c3ccccc3)C2)C1c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C24H21Cl2NO3/c1-13-21(24(29)30-2)22(17-9-8-16(25)12-18(17)26)23-19(27-13)10-15(11-20(23)28)14-6-4-3-5-7-14/h3-9,12,15,22,27H,10-11H2,1-2H3

Standard InChI Key:  HHUONKOYXSHOJU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.4078   -7.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1222   -7.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1222   -5.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8367   -6.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8367   -7.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5512   -7.4550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2657   -7.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2657   -6.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5512   -5.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1222   -4.9800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9801   -5.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9801   -4.9800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6946   -6.2175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9801   -7.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5512   -4.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2657   -4.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2657   -3.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5512   -3.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8367   -3.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8367   -4.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0162   -4.4812    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.6933   -7.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6933   -8.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9788   -8.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2644   -8.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2644   -7.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9788   -7.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5512   -2.5050    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.6946   -4.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  8 15  1  0
  3  6  1  0
 10 16  1  0
  5  4  1  0
 16 17  2  0
  5 10  1  0
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  6  7  1  0
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  7  8  1  0
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  8  9  2  0
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  5  6  2  0
  2 23  1  0
  4 11  2  0
 23 24  2  0
 24 25  1  0
  1  2  1  0
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  1  4  1  0
 26 27  1  0
 12 13  1  0
 27 28  2  0
 28 23  1  0
 12 14  2  0
 19 29  1  0
  9 12  1  0
 13 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA495040

   methyl 4-(2,4-dichlorophenyl)-2-methyl-5-oxo-7-phenyl-4,6,7,8-tetrahydro-1H-quinoline-3-carboxylate

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: 442.34

Molecular Weight (Monoisotopic): 441.0898

AlogP: 5.53

#Rotatable Bonds: 3

Polar Surface Area: 55.40

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.77

CX LogD: 4.77

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.64

Np Likeness Score: -0.90

References

1. Gündüz MG, Sevim Oztürk G, Vural IM, Simşek R, Sarioğlu Y, Safak C..  (2008)  Evaluation of myorelaxant activity of 7-substituted hexahydroquinoline derivatives in isolated rabbit gastric fundus.,  43  (3): [PMID:17590241] [10.1016/j.ejmech.2007.04.012]

Source

Source(1):

• Scientific Literature