5-Carboxy-2-hydroxy-acetanilide

ID: ALA4590347

Cas Number: 91004-38-5

PubChem CID: 53985849

Max Phase: Preclinical

Molecular Formula: C9H9NO4

Molecular Weight: 195.17

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1cc(C(=O)O)ccc1O

Standard InChI:  InChI=1S/C9H9NO4/c1-5(11)10-7-4-6(9(13)14)2-3-8(7)12/h2-4,12H,1H3,(H,10,11)(H,13,14)

Standard InChI Key:  BXBFVCYLJXGOGI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
   27.8491   -2.1461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8480   -2.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5560   -3.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2657   -2.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2629   -2.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5542   -1.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1413   -1.7377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4337   -2.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7259   -1.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4339   -2.9637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5518   -0.9201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5558   -4.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8480   -4.6002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2634   -4.6006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  6 11  1  0
  3 12  1  0
 12 13  1  0
 12 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4590347

   3-Acetamido-4-hydroxybenzoic acid

Molecule Features

Natural Product: Yes

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: 195.17

Molecular Weight (Monoisotopic): 195.0532

AlogP: 1.05

#Rotatable Bonds: 2

Polar Surface Area: 86.63

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.23

CX Basic pKa: ┄

CX LogP: 0.56

CX LogD: -2.46

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.62

Np Likeness Score: -0.65

References

1. Jaikhan P, Buranrat B, Itoh Y, Chotitumnavee J, Kurohara T, Suzuki T..  (2019)  Identification of ortho-hydroxy anilide as a novel scaffold for lysine demethylase 5 inhibitors.,  29  (10): [PMID:30928196] [10.1016/j.bmcl.2019.03.028]

Source

Source(1):

• Scientific Literature