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

ID: ALA4778446

PubChem CID: 162644278

Max Phase: Preclinical

Molecular Formula: C18H24N2O3

Molecular Weight: 316.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)CCCNC(=O)c1cccc2c1NC(C)(C)C=C2C

Standard InChI:  InChI=1S/C18H24N2O3/c1-12-11-18(2,3)20-16-13(12)7-5-8-14(16)17(22)19-10-6-9-15(21)23-4/h5,7-8,11,20H,6,9-10H2,1-4H3,(H,19,22)

Standard InChI Key:  HPPLRDLUGNOBTP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   22.0543   -5.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6460   -4.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2331   -5.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6542   -3.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3687   -3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9398   -3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2253   -3.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9398   -2.2541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5108   -3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0833   -3.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7977   -3.0792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5122   -3.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2267   -3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5122   -4.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6543   -2.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9349   -1.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2237   -2.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6539   -3.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9348   -3.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9320   -4.3201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3656   -4.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3702   -3.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0854   -3.0853    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
M  END

Alternative Forms

1. Parent:

   

   ALA4778446

   ---

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: 316.40

Molecular Weight (Monoisotopic): 316.1787

AlogP: 2.98

#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: 2.20

CX LogP: 2.68

CX LogD: 2.68

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.65

Np Likeness Score: -0.33

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