2-(3-(3-Methylbut-2-enyl)-1,4-dioxo-1,4-dihydronaphthalen-2-yloxy)acetonitrile

ID: ALA4436314

PubChem CID: 155511925

Max Phase: Preclinical

Molecular Formula: C17H15NO3

Molecular Weight: 281.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)=CCC1=C(OCC#N)C(=O)c2ccccc2C1=O

Standard InChI:  InChI=1S/C17H15NO3/c1-11(2)7-8-14-15(19)12-5-3-4-6-13(12)16(20)17(14)21-10-9-18/h3-7H,8,10H2,1-2H3

Standard InChI Key:  QYTVZEWKTOBXBC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    1.4402   -9.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4391  -10.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1539  -11.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1520   -9.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8674   -9.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8663  -10.7580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5792  -11.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2979  -10.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2990   -9.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5815   -9.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5815   -8.6890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5769  -11.9959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0112  -11.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0145   -9.5208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7279   -9.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4434   -9.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1588   -9.1134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7268  -10.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4401  -11.1784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1557  -10.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4377  -12.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  7 12  2  0
  8 13  1  0
  9 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  3  0
 13 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4436314

   ---

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: 281.31

Molecular Weight (Monoisotopic): 281.1052

AlogP: 3.22

#Rotatable Bonds: 4

Polar Surface Area: 67.16

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.24

CX LogD: 2.24

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: 0.73

References

1. Calil FA, David JS, Chiappetta ERC, Fumagalli F, Mello RB, Leite FHA, Castilho MS, Emery FS, Nonato MC..  (2019)  Ligand-based design, synthesis and biochemical evaluation of potent and selective inhibitors of Schistosoma mansoni dihydroorotate dehydrogenase.,  167  [PMID:30776695] [10.1016/j.ejmech.2019.02.018]

Source

Source(1):

• Scientific Literature