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

ID: ALA495041

PubChem CID: 24851503

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)C1c1cc(Cl)ccc1Cl

Standard InChI:  InChI=1S/C24H21Cl2NO3/c1-13-21(24(29)30-2)22(17-12-16(25)8-9-18(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:  SMIUFYUDIQTRLI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -2.5229  -10.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0940   -9.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0940  -10.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3795  -11.0587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3350  -10.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3795   -9.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8084   -8.5837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0940   -7.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0940   -8.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9144   -8.0849    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2374  -11.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2374  -11.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9518  -12.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6663  -11.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6663  -11.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9518  -10.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0495   -6.9337    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7639   -8.1712    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
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 20 21  2  0
 21 16  1  0
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  5  6  2  0
  2 23  1  0
  4 11  2  0
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 24 25  1  0
  1  2  1  0
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  1  4  1  0
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 27 28  2  0
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 12 14  2  0
 18 29  1  0
  9 12  1  0
 13 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA495041

   methyl 4-(2,5-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: -0.97

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