Methyl 4-(2,2,4-trimethyl-1,2,3,4-tetrahydroquinoline-8-carboxamido)butanoate

ID: ALA4788109

PubChem CID: 162669115

Max Phase: Preclinical

Molecular Formula: C18H26N2O3

Molecular Weight: 318.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)CCCNC(=O)c1cccc2c1NC(C)(C)C[C@H]2C

Standard InChI:  InChI=1S/C18H26N2O3/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/h5,7-8,12,20H,6,9-11H2,1-4H3,(H,19,22)/t12-/m1/s1

Standard InChI Key:  NPKVDGJBDXOZQV-GFCCVEGCSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   21.4410  -11.8410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0365  -11.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6275  -11.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0921   -9.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7998   -9.4926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3844   -9.4926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6766   -9.9012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3844   -8.6754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9689   -9.4926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5075   -9.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2152   -9.4926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9229   -9.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6306   -9.4926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9229  -10.7184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0448   -8.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3321   -8.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6278   -8.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0443   -9.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3320   -9.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3292  -10.7218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7493  -10.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7538   -9.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4624   -9.4987    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  1  0
 22 23  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4788109

   ---

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: 318.42

Molecular Weight (Monoisotopic): 318.1943

AlogP: 3.07

#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: 2.86

CX LogP: 2.79

CX LogD: 2.79

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.65

Np Likeness Score: -0.32

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