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

ID: ALA494369

PubChem CID: 24851504

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)C1c1cc(Cl)ccc1Cl

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

Standard InChI Key:  QVJUEPFAOXBEGD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    1.4103   -9.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4103  -10.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1247  -10.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1247   -9.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392   -9.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392  -10.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5537  -10.8427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2681  -10.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2681   -9.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5537   -9.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1247   -8.3677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9826   -9.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9826   -8.3677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6971   -9.6052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9826  -10.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5537   -8.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392   -7.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392   -7.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5537   -6.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2681   -7.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2681   -7.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0886   -7.8690    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6958  -10.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6958  -11.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0187  -12.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7332  -11.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7332  -10.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0187  -10.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6971   -7.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4115   -8.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1247   -6.7177    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  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
 17 18  1  0
  6  7  1  0
 18 19  2  0
  7  8  1  0
 19 20  1  0
  8  9  2  0
 20 21  2  0
 21 16  1  0
  9 10  1  0
 21 22  1  0
  5  6  2  0
  2 23  1  0
  4 11  2  0
 23 24  2  0
 24 25  1  0
  1  2  1  0
 25 26  2  0
  1  4  1  0
 26 27  1  0
 12 13  1  0
 27 28  2  0
 28 23  1  0
 12 14  2  0
 13 29  1  0
  9 12  1  0
 29 30  1  0
  2  3  1  0
 18 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA494369

   ethyl 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: 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: -1.05

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