5-cyclopropyl-1,1-dimethylfuro[3,4-c]pyridine-3,4(1H,5H)-dione

ID: ALA4745158

PubChem CID: 162647942

Max Phase: Preclinical

Molecular Formula: C12H13NO3

Molecular Weight: 219.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)OC(=O)c2c1ccn(C1CC1)c2=O

Standard InChI:  InChI=1S/C12H13NO3/c1-12(2)8-5-6-13(7-3-4-7)10(14)9(8)11(15)16-12/h5-7H,3-4H2,1-2H3

Standard InChI Key:  VQXWXTKESLWZEH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
    8.9066   -7.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0894   -7.1112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3139   -7.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3919   -7.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0972   -6.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3919   -5.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3919   -4.8165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6866   -6.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6866   -6.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9095   -5.7938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4291   -6.4549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6570   -5.0166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1002   -6.0447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8091   -5.6381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6251   -5.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2185   -4.9358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  9  6  1  0
  8  4  1  0
  4  5  2  0
  5 13  1  0
 13  6  1  0
  6  7  2  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11  1  1  0
  1  8  1  0
 10 12  2  0
 13 14  1  0
 15 14  1  0
 16 15  1  0
 14 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745158

   ---

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: 219.24

Molecular Weight (Monoisotopic): 219.0895

AlogP: 1.59

#Rotatable Bonds: 1

Polar Surface Area: 48.30

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.85

CX LogD: 0.85

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.67

Np Likeness Score: 0.69

References

1. Hayek S,Pietrancosta N,Hovhannisyan AA,Alves de Sousa R,Bekaddour N,Ermellino L,Tramontano E,Arnould S,Sardet C,Dairou J,Diaz O,Lotteau V,Nisole S,Melikyan G,Herbeuval JP,Vidalain PO.  (2020)  Cerpegin-derived furo[3,4-c]pyridine-3,4(1H,5H)-diones enhance cellular response to interferons by de novo pyrimidine biosynthesis inhibition.,  186  [PMID:31740051] [10.1016/j.ejmech.2019.111855]

Source

Source(1):

• Scientific Literature