3-amino-2,4-dihydroxyacetophenone

ID: ALA402196

PubChem CID: 16081108

Max Phase: Preclinical

Molecular Formula: C8H9NO3

Molecular Weight: 167.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)c1ccc(O)c(N)c1O

Standard InChI:  InChI=1S/C8H9NO3/c1-4(10)5-2-3-6(11)7(9)8(5)12/h2-3,11-12H,9H2,1H3

Standard InChI Key:  KPDYLYIPGFUWIA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 12 12  0  0  0  0  0  0  0  0999 V2000
   13.3199    1.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3188    1.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0332    0.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0314    2.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7463    1.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7470    1.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0251   -0.1624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6058    2.3110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6044    0.6603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4650    0.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4674   -0.1572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1779    1.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
  3  6  1  0
  3  7  1  0
  1  2  1  0
  1  8  1  0
  5  4  1  0
  2  9  1  0
  4  1  2  0
  2  3  2  0
 10 11  2  0
 10 12  1  0
  6 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA402196

   1-(3-Amino-2,4-dihydroxyphenyl)ethanone

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: 167.16

Molecular Weight (Monoisotopic): 167.0582

AlogP: 0.88

#Rotatable Bonds: 1

Polar Surface Area: 83.55

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.71

CX Basic pKa: 3.80

CX LogP: 0.74

CX LogD: 0.72

Aromatic Rings: 1

Heavy Atoms: 12

QED Weighted: 0.33

Np Likeness Score: 0.56

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