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

ID: ALA495044

PubChem CID: 24851505

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)C1c1c(Cl)cccc1Cl

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

Standard InChI Key:  LXMOZAGRDNRNQF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.5075   -9.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5075  -10.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2220  -10.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2220   -9.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9364   -9.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9364  -10.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6509  -10.7039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3654  -10.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3654   -9.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6509   -9.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2220   -8.2289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.7943   -9.4664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0798   -8.2289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0798  -10.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6509   -8.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9364   -7.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9364   -6.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6509   -6.5789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3654   -6.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3654   -7.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1858   -7.7301    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7930  -10.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7930  -11.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0785  -11.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3641  -11.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3641  -10.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0785  -10.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1159   -7.7301    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.5088   -9.0539    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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  7  8  1  0
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  8  9  2  0
 20 21  2  0
 21 16  1  0
  9 10  1  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
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 12 13  1  0
 27 28  2  0
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 12 14  2  0
 17 29  1  0
  9 12  1  0
 13 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA495044

   methyl 4-(2,6-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: -0.71

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