6-amino-5,7-dihydroxyflavone

ID: ALA268675

Cas Number: 848470-36-0

PubChem CID: 11242643

Max Phase: Preclinical

Molecular Formula: C15H11NO4

Molecular Weight: 269.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1c(O)cc2oc(-c3ccccc3)cc(=O)c2c1O

Standard InChI:  InChI=1S/C15H11NO4/c16-14-10(18)7-12-13(15(14)19)9(17)6-11(20-12)8-4-2-1-3-5-8/h1-7,18-19H,16H2

Standard InChI Key:  OBLILGZHQIPPOD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    4.5288    1.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5276    1.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2420    0.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2402    2.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9550    1.9648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9558    1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6706    0.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3851    1.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3804    1.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6650    2.3787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6662   -0.0957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2339   -0.0999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8147    2.3733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8133    0.7227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0888    2.3865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8056    1.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5165    2.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5120    3.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7905    3.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0825    3.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
 10  5  1  0
  7 11  2  0
  2  3  2  0
  3 12  1  0
  5  6  2  0
  1 13  1  0
  3  6  1  0
  2 14  1  0
  6  7  1  0
  1  2  1  0
 15 16  2  0
  7  8  1  0
 16 17  1  0
  5  4  1  0
 17 18  2  0
  8  9  2  0
 18 19  1  0
  4  1  2  0
 19 20  2  0
 20 15  1  0
  9 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA268675

   6-Amino-5,7-dihydroxyflavone

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: 269.26

Molecular Weight (Monoisotopic): 269.0688

AlogP: 2.45

#Rotatable Bonds: 1

Polar Surface Area: 96.69

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.21

CX Basic pKa: 4.20

CX LogP: 2.18

CX LogD: 1.76

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.47

Np Likeness Score: 0.96

References

1. Gao H, Kawabata J..  (2008)  2-Aminoresorcinol is a potent alpha-glucosidase inhibitor.,  18  (2): [PMID:18039578] [10.1016/j.bmcl.2007.11.032]

Source

Source(1):

• Scientific Literature