ID: ALA1957555

Max Phase: Preclinical

Molecular Formula: C8H9N3O2

Molecular Weight: 179.18

Molecule Type: Small molecule

Representations

Synonyms (1): (E)-3-Hydroxybenzaldehyde Semicarbazone
Synonyms from Alternative Forms(1):

Canonical SMILES:  NC(=O)N/N=C/c1cccc(O)c1

Standard InChI:  InChI=1S/C8H9N3O2/c9-8(13)11-10-5-6-2-1-3-7(12)4-6/h1-5,12H,(H3,9,11,13)/b10-5+

Standard InChI Key:  KXDJYMXFPSDOBE-BJMVGYQFSA-N

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

Properties

Molecular Weight: 179.18

Molecular Weight (Monoisotopic): 179.0695

AlogP: 0.39

#Rotatable Bonds: 2

Polar Surface Area: 87.71

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.18

CX Basic pKa: 1.41

CX LogP: 0.47

CX LogD: 0.46

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.45

Np Likeness Score: -1.21

References

1. Vieira RP, Lessa JA, Ferreira WC, Costa FB, Bastos LF, Rocha WR, Coelho MM, Beraldo H..  (2012)  Influence of susceptibility to hydrolysis and hydrophobicity of arylsemicarbazones on their anti-nociceptive and anti-inflammatory activities.,  50  [PMID:22357114] [10.1016/j.ejmech.2012.01.048]

2. Ferreira FB, Pereira TM, Souza DLN, Lopes DS, Freitas V, Ávila VMR, Kümmerle AE, Sant'Anna CMR..  (2017)  Structure-Based Discovery of Thiosemicarbazone Metalloproteinase Inhibitors for Hemorrhage Treatment in Snakebites.,  8  (11): [PMID:29152044] [10.1021/acsmedchemlett.7b00186]

Source

Source(1):

• Scientific Literature