2-amino-4-cyclopropyl-5-oxo-4,5-dihydropyrano[3,2-c]chromene-3-carbonitrile

ID: ALA4871053

PubChem CID: 164625252

Max Phase: Preclinical

Molecular Formula: C16H12N2O3

Molecular Weight: 280.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#CC1=C(N)Oc2c(c(=O)oc3ccccc23)C1C1CC1

Standard InChI:  InChI=1S/C16H12N2O3/c17-7-10-12(8-5-6-8)13-14(21-15(10)18)9-3-1-2-4-11(9)20-16(13)19/h1-4,8,12H,5-6,18H2

Standard InChI Key:  PAMJCOOMZODNMF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   40.1011  -13.8176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1000  -14.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8107  -15.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8089  -13.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5202  -13.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5190  -14.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2317  -15.0582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.9544  -14.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2342  -13.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9555  -13.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6749  -13.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6833  -12.5813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9660  -12.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2362  -12.5701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.6637  -15.0594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.9728  -11.3368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.3952  -12.1771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1090  -11.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.3859  -13.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7915  -14.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2108  -13.8358    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  9  1  0
  6  7  1  0
  7  8  1  0
  8 10  1  0
  9 10  2  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  8 15  2  0
 13 16  1  0
 17 18  3  0
 12 17  1  0
 20 19  1  0
 21 20  1  0
 19 21  1  0
 11 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4871053

   ---

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: 280.28

Molecular Weight (Monoisotopic): 280.0848

AlogP: 2.37

#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: 1.90

CX LogP: 1.38

CX LogD: 1.38

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.81

Np Likeness Score: -0.32

References

1. Sarkate AP, Dofe VS, Tiwari SV, Lokwani DK, Karnik KS, Kamble DD, Ansari MHSH, Dodamani S, Jalalpure SS, Sangshetti JN, Azad R, Burra PVLS, Bhandari SV..  (2021)  One pot synthesis, in silico study and evaluation of some novel flavonoids as potent topoisomerase II inhibitors.,  40  [PMID:33689875] [10.1016/j.bmcl.2021.127916]

Source

Source(1):

• Scientific Literature