methyl (E)-4-(2,2,4,6-tetramethyl-1,2-dihydroquinoline-8-carboxamido)but-2-enoate

ID: ALA4791410

PubChem CID: 162671883

Max Phase: Preclinical

Molecular Formula: C19H24N2O3

Molecular Weight: 328.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)/C=C/CNC(=O)c1cc(C)cc2c1NC(C)(C)C=C2C

Standard InChI:  InChI=1S/C19H24N2O3/c1-12-9-14-13(2)11-19(3,4)21-17(14)15(10-12)18(23)20-8-6-7-16(22)24-5/h6-7,9-11,21H,8H2,1-5H3,(H,20,23)/b7-6+

Standard InChI Key:  FIVVHONHGSQBNU-VOTSOKGWSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   10.2025  -17.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7980  -16.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3891  -17.4886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8536  -15.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5613  -15.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1459  -15.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4382  -15.5514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1459  -14.3256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7305  -15.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2690  -15.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9767  -15.1428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6845  -15.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3922  -15.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6845  -16.3686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8063  -14.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0936  -13.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3893  -14.3315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8059  -15.1477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0936  -15.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0908  -16.3720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5109  -16.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5154  -15.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2239  -15.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0908  -13.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
  7  9  1  0
  5 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 19  2  0
 18 15  2  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
 18 19  1  0
 18 22  1  0
 19 20  1  0
 20  2  1  0
  2 21  1  0
 21 22  2  0
 22 23  1  0
 16 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4791410

   ---

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: 328.41

Molecular Weight (Monoisotopic): 328.1787

AlogP: 3.06

#Rotatable Bonds: 4

Polar Surface Area: 67.43

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.66

CX LogP: 3.58

CX LogD: 3.58

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.66

Np Likeness Score: 0.24

References

1. Zhang H,Harmon M,Radoshitzky SR,Soloveva V,Kane CD,Duplantier AJ,Ogungbe IV.  (2020)  Vinyl Sulfone-Based Inhibitors of Nonstructural Protein 2 Block the Replication of Venezuelan Equine Encephalitis Virus.,  11  (11): [PMID:33214821] [10.1021/acsmedchemlett.0c00215]

Source

Source(1):

• Scientific Literature