5'-isopropyl-3'H-spiro[cyclohexane-1,1'-furo[3,4-c]pyridine]-3',4'(5'H)-dione

ID: ALA4743368

PubChem CID: 155394898

Max Phase: Preclinical

Molecular Formula: C15H19NO3

Molecular Weight: 261.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)n1ccc2c(c1=O)C(=O)OC21CCCCC1

Standard InChI:  InChI=1S/C15H19NO3/c1-10(2)16-9-6-11-12(13(16)17)14(18)19-15(11)7-4-3-5-8-15/h6,9-10H,3-5,7-8H2,1-2H3

Standard InChI Key:  MQJWMUQVDZDHLL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    4.1685   -6.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513   -6.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9414   -6.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3442   -7.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1614   -7.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5758   -6.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6538   -6.3270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3591   -5.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6538   -4.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6538   -3.8755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9485   -5.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9486   -5.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1714   -4.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6910   -5.5139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9190   -4.0756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3621   -5.1037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0710   -4.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7775   -5.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0734   -3.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
 12  9  1  0
 11  7  1  0
  7  8  2  0
  8 16  1  0
 16  9  1  0
  9 10  2  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14  1  1  0
  1 11  1  0
 13 15  2  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743368

   ---

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: 261.32

Molecular Weight (Monoisotopic): 261.1365

AlogP: 2.76

#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: 2.18

CX LogD: 2.18

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.73

Np Likeness Score: 0.12

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