Methyl 4-(2,2,4,6-tetramethyl-1,2-dihydroquinoline-8-carboxamido)butanoate

ID: ALA4758747

PubChem CID: 162657732

Max Phase: Preclinical

Molecular Formula: C19H26N2O3

Molecular Weight: 330.43

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H26N2O3/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/h9-11,21H,6-8H2,1-5H3,(H,20,23)

Standard InChI Key:  UBZZJSYMVGLSFV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   21.7464  -18.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3419  -17.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9329  -18.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3975  -16.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1052  -16.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6898  -16.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9821  -16.5543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6898  -15.3285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2744  -16.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8129  -16.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5206  -16.1457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2283  -16.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9360  -16.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2283  -17.3715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3502  -15.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6375  -14.9241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9332  -15.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3497  -16.1506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6374  -16.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6346  -17.3749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0547  -17.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0592  -16.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7678  -16.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6346  -14.1069    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  1  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:

   

   ALA4758747

   ---

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: 330.43

Molecular Weight (Monoisotopic): 330.1943

AlogP: 3.29

#Rotatable Bonds: 5

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: 3.19

CX LogD: 3.19

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.64

Np Likeness Score: -0.21

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