(4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-diyl)bis(phenylmethanone)

ID: ALA2281750

PubChem CID: 76334352

Max Phase: Preclinical

Molecular Formula: C27H22ClNO2

Molecular Weight: 427.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(C(=O)c2ccccc2)C(c2ccccc2Cl)C(C(=O)c2ccccc2)=C(C)N1

Standard InChI:  InChI=1S/C27H22ClNO2/c1-17-23(26(30)19-11-5-3-6-12-19)25(21-15-9-10-16-22(21)28)24(18(2)29-17)27(31)20-13-7-4-8-14-20/h3-16,25,29H,1-2H3

Standard InChI Key:  LVMSGCIGEHKFLZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.5742   -5.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5731   -6.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2811   -7.2212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9908   -6.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9880   -5.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2794   -5.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8651   -7.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6992   -7.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6941   -5.5778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6911   -4.7607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8664   -5.5843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8662   -4.7671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2769   -4.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9822   -4.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9801   -3.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2707   -3.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5618   -3.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5674   -4.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4034   -5.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4031   -6.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1115   -7.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8187   -6.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8130   -5.9718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1040   -5.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1588   -5.9930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4511   -5.5829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7440   -5.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7438   -6.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4565   -7.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1608   -6.8069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8575   -3.9539    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  1  0
  2  7  1  0
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  9 10  2  0
  1 11  1  0
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  6 13  1  0
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  9 19  1  0
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 28 29  1  0
 29 30  2  0
 30 25  1  0
 18 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2281750

   [5-Benzoyl-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridin-3-yl]-phenylmethanone

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: 427.93

Molecular Weight (Monoisotopic): 427.1339

AlogP: 6.34

#Rotatable Bonds: 5

Polar Surface Area: 46.17

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.23

CX LogD: 5.23

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.48

Np Likeness Score: -0.55

References

1. Amgoth SN, Porika M, Abbagani S, Garlapati A, Vanga MR.  (2013)  Synthesis, anticancer and MRP1 inhibitory activities of 4-alkyl/aryl-3,5-bis(carboethoxy/carbomethoxy)-1,4-dihydro-2,6-dimethylpyridines,  22  (1): [10.1007/s00044-012-9994-0]

Source

Source(1):

• Scientific Literature