3-ethoxycarbonyl-4-(4-methylphenyl)-4H-pyridine-1-carboxylic acid phenyl ester

ID: ALA229415

PubChem CID: 44424117

Max Phase: Preclinical

Molecular Formula: C22H21NO4

Molecular Weight: 363.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=CN(C(=O)Oc2ccccc2)C=CC1c1ccc(C)cc1

Standard InChI:  InChI=1S/C22H21NO4/c1-3-26-21(24)20-15-23(22(25)27-18-7-5-4-6-8-18)14-13-19(20)17-11-9-16(2)10-12-17/h4-15,19H,3H2,1-2H3

Standard InChI Key:  JSLNJKCMEWUAAJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -1.5003   -7.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7838   -6.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7867   -5.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5021   -5.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2202   -9.1573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5076   -9.5738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7874   -8.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5110  -10.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2271  -10.8084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7982  -10.8142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3618  -10.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6492  -10.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0720   -7.9242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6416   -8.3383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0701   -7.0992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5045   -4.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3570   -7.9274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0705   -8.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 13  1  0
  1  2  2  0
 13 14  1  0
  7  3  1  0
 13 15  2  0
  7  8  1  0
 14 16  1  0
  3  4  2  0
 16 17  2  0
 17 18  1  0
  4  5  1  0
 18 19  2  0
  2  3  1  0
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  5  6  2  0
 20 21  2  0
 21 16  1  0
  7 12  1  0
 12 22  1  0
  8  9  2  0
 22 23  1  0
  9 10  1  0
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 10 11  1  0
  6 25  1  0
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  6  1  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA229415

   3-O-ethyl 1-O-phenyl 4-(4-methylphenyl)-4H-pyridine-1,3-dicarboxylate

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: 363.41

Molecular Weight (Monoisotopic): 363.1471

AlogP: 4.55

#Rotatable Bonds: 4

Polar Surface Area: 55.84

Molecular Species: ┄

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.67

CX LogD: 4.67

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.75

Np Likeness Score: -0.20

References

1. Voigt B, Coburger C, Monár J, Hilgeroth A..  (2007)  Structure-activity relationships of novel N-acyloxy-1,4-dihydropyridines as P-glycoprotein inhibitors.,  15  (15): [PMID:17533131] [10.1016/j.bmc.2007.05.036]

Source

Source(1):

• Scientific Literature