ethyl 2-(3',5'-dimethylanilino)-4-oxo-4,5-dihydrofuran-3-carboxylate

ID: ALA4532243

PubChem CID: 91820634

Max Phase: Preclinical

Molecular Formula: C15H17NO4

Molecular Weight: 275.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(Nc2cc(C)cc(C)c2)OCC1=O

Standard InChI:  InChI=1S/C15H17NO4/c1-4-19-15(18)13-12(17)8-20-14(13)16-11-6-9(2)5-10(3)7-11/h5-7,16H,4,8H2,1-3H3

Standard InChI Key:  SVFVSJKNRWQOPN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   13.4839   -9.5716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2994   -9.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5904  -10.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9542  -10.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2707  -10.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3819  -10.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5909  -11.2960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9602   -9.9261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9983  -11.6260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7426   -8.8440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3340   -8.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5168   -8.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1082   -7.4299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5168   -6.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3340   -6.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7426   -7.4299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7426   -6.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2910   -7.4299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7476  -10.1392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3260   -9.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  1  5  1  0
  6  7  2  0
  6  8  1  0
  3  6  1  0
  4  9  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
 15 17  1  0
 13 18  1  0
  2 10  1  0
 19 20  1  0
  8 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532243

   Ethyl 2-(3,5-dimethylanilino)-4-oxofuran-3-carboxylate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 275.30

Molecular Weight (Monoisotopic): 275.1158

AlogP: 2.09

#Rotatable Bonds: 4

Polar Surface Area: 64.63

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.48

CX Basic pKa: ┄

CX LogP: 3.15

CX LogD: 1.85

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.67

Np Likeness Score: -0.41

References

1. Lien JC, Lin CS, Lai HC, Tsai YC, Lin YF, Huang AC, Huang SH, Lin CW..  (2019)  Antiviral efficacy of bromo-anilino substituents of 4,5-dihydrofuran-3-carboxylate compound CW-33 against Japanese encephalitis virus.,  29  (23): [PMID:31648857] [10.1016/j.bmcl.2019.126742]

Source

Source(1):

• Scientific Literature