3-azido-7-(diethylamino)-2H-chromen-2-one

ID: ALA3427719

Cas Number: 817638-71-4

PubChem CID: 58971806

Max Phase: Preclinical

Molecular Formula: C13H14N4O2

Molecular Weight: 258.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc2cc(N=[N+]=[N-])c(=O)oc2c1

Standard InChI:  InChI=1S/C13H14N4O2/c1-3-17(4-2)10-6-5-9-7-11(15-16-14)13(18)19-12(9)8-10/h5-8H,3-4H2,1-2H3

Standard InChI Key:  YXHRHSDKMLARBD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321    1.3486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8911   -1.5017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8890   -3.0026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8873   -4.2026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091    1.5019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9067    3.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9447    3.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2490    1.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2118    0.7566    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  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  8 12  1  0
 12 13  2  0
 13 14  2  0
 15 16  1  0
 15 19  1  0
 16 17  1  0
 18 19  1  0
  1 15  1  0
M  CHG  2  13   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3427719

   3-azido-7-(diethylamino)-2H-chromen-2-one

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: 258.28

Molecular Weight (Monoisotopic): 258.1117

AlogP: 3.58

#Rotatable Bonds: 4

Polar Surface Area: 82.21

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.07

CX LogP: 2.65

CX LogD: 2.53

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.36

Np Likeness Score: -0.52

References

1. Ferreira SZ, Carneiro HC, Lara HA, Alves RB, Resende JM, Oliveira HM, Silva LM, Santos DA, Freitas RP..  (2015)  Synthesis of a New Peptide-Coumarin Conjugate: A Potential Agent against Cryptococcosis.,  6  (3): [PMID:25815145] [10.1021/ml500393q]

Source

Source(1):

• Scientific Literature