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

ID: ALA495045

PubChem CID: 24851506

Max Phase: Preclinical

Molecular Formula: C25H23Cl2NO3

Molecular Weight: 456.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(C)NC2=C(C(=O)CC(c3ccccc3)C2)C1c1c(Cl)cccc1Cl

Standard InChI:  InChI=1S/C25H23Cl2NO3/c1-3-31-25(30)21-14(2)28-19-12-16(15-8-5-4-6-9-15)13-20(29)23(19)24(21)22-17(26)10-7-11-18(22)27/h4-11,16,24,28H,3,12-13H2,1-2H3

Standard InChI Key:  HMTXDKNOQUPZBM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    9.4888  -10.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2032  -10.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.9177  -10.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6322  -10.5414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3467  -10.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3467   -9.3039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6322   -8.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2032   -8.0664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.3467   -7.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1671   -7.5677    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.7743  -10.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7743  -11.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0598  -11.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3454  -11.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3454  -10.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0598  -10.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0972   -7.5677    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.7756   -7.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4901   -8.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8 15  1  0
  3  6  1  0
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  5  4  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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  9 10  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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 12 13  1  0
 27 28  2  0
 28 23  1  0
 12 14  2  0
 17 29  1  0
  9 12  1  0
 13 30  1  0
  2  3  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA495045

   ethyl 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: 456.37

Molecular Weight (Monoisotopic): 455.1055

AlogP: 5.92

#Rotatable Bonds: 4

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: 5.13

CX LogD: 5.13

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.58

Np Likeness Score: -0.80

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