Methyl (E)-4-(1,2,3,4-tetrahydroquinoline-8-carboxamido)but-2-enoate

ID: ALA4792762

PubChem CID: 162671239

Max Phase: Preclinical

Molecular Formula: C15H18N2O3

Molecular Weight: 274.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)/C=C/CNC(=O)c1cccc2c1NCCC2

Standard InChI:  InChI=1S/C15H18N2O3/c1-20-13(18)8-4-10-17-15(19)12-7-2-5-11-6-3-9-16-14(11)12/h2,4-5,7-8,16H,3,6,9-10H2,1H3,(H,17,19)/b8-4+

Standard InChI Key:  DXCVKTNFCQDMQP-XBXARRHUSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   10.6524  -23.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7080  -21.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4157  -21.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0002  -21.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2925  -21.8289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0002  -20.6031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5848  -21.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1234  -21.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8311  -21.4203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5388  -21.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2465  -21.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5388  -22.6461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6607  -20.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9480  -20.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2437  -20.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6602  -21.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9479  -21.8332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9451  -22.6495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3652  -22.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3697  -21.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  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:

   

   ALA4792762

   ---

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: 274.32

Molecular Weight (Monoisotopic): 274.1317

AlogP: 1.50

#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: 3.04

CX LogP: 2.19

CX LogD: 2.19

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.64

Np Likeness Score: -0.02

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