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

ID: ALA4757849

PubChem CID: 162656183

Max Phase: Preclinical

Molecular Formula: C15H20N2O3

Molecular Weight: 276.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)CCCNC(=O)c1cccc2c1NCCC2

Standard InChI:  InChI=1S/C15H20N2O3/c1-20-13(18)8-4-10-17-15(19)12-7-2-5-11-6-3-9-16-14(11)12/h2,5,7,16H,3-4,6,8-10H2,1H3,(H,17,19)

Standard InChI Key:  LJSXXRMPBBTQNP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   20.9787  -22.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0343  -21.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7420  -21.2635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3266  -21.2635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6189  -21.6721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3266  -20.4463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9112  -21.2635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4497  -21.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1574  -21.2635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8651  -21.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5728  -21.2635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8651  -22.4893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9870  -20.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2743  -20.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5700  -20.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9866  -21.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2743  -21.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2714  -22.4927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6915  -22.4992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6960  -21.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  2  0
  5  7  1  0
  3  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 11 17  2  0
 16 13  2  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
 16 17  1  0
 16 20  1  0
 17 18  1  0
 18  1  1  0
  1 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4757849

   ---

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: 276.34

Molecular Weight (Monoisotopic): 276.1474

AlogP: 1.73

#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: 3.04

CX LogP: 1.80

CX LogD: 1.80

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.63

Np Likeness Score: -0.55

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