2-Amino-7,7-dimethyl-4-(furan-2-yl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile

ID: ALA2297461

Cas Number: 85459-85-4

PubChem CID: 2839597

Max Phase: Preclinical

Molecular Formula: C16H16N2O3

Molecular Weight: 284.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CC(=O)C2=C(C1)OC(N)=C(C#N)C2c1ccco1

Standard InChI:  InChI=1S/C16H16N2O3/c1-16(2)6-10(19)14-12(7-16)21-15(18)9(8-17)13(14)11-4-3-5-20-11/h3-5,13H,6-7,18H2,1-2H3

Standard InChI Key:  BCWJDLZORIVLIJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    1.7458   -5.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1585   -4.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3410   -4.9481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2755   -5.3639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9852   -4.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9824   -4.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2737   -3.7266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5675   -4.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5671   -4.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8649   -3.7350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1586   -4.1406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8657   -5.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8656   -2.9178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6935   -5.3620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6863   -3.7194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3925   -3.3081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2698   -2.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9267   -2.4276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6704   -1.6516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8532   -1.6556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6046   -2.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  8  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  9  1  0
  8  9  2  0
  8 12  1  0
  9 10  1  0
 10 11  1  0
 11  2  1  0
  2 12  1  0
 10 13  2  0
  5 14  1  0
 15 16  3  0
  6 15  1  0
  7 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2297461

   2-amino-4-(2-furyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 284.31

Molecular Weight (Monoisotopic): 284.1161

AlogP: 2.73

#Rotatable Bonds: 1

Polar Surface Area: 89.25

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.91

CX LogP: 1.44

CX LogD: 1.44

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.86

Np Likeness Score: -1.19

References

1. Paliwal PK, Jetti SR, Jain S.  (2013)  Green approach towards the facile synthesis of dihydropyrano(c)chromene and pyrano[2,3-d]pyrimidine derivatives and their biological evaluation,  22  (6): [10.1007/s00044-012-0288-3]

Source

Source(1):

• Scientific Literature