ID: ALA307867

Max Phase: Preclinical

Molecular Formula: C9H11N3O2

Molecular Weight: 193.21

Molecule Type: Small molecule

Representations

Synonyms (2): 4-Methoxybenzaldehyde Semicarbazone | P-Methoxy-Phenylsemicarbazone
Synonyms from Alternative Forms(2):

Canonical SMILES:  COc1ccc(/C=N/NC(N)=O)cc1

Standard InChI:  InChI=1S/C9H11N3O2/c1-14-8-4-2-7(3-5-8)6-11-12-9(10)13/h2-6H,1H3,(H3,10,12,13)/b11-6+

Standard InChI Key:  OGMVRNVTFDFHHE-IZZDOVSWSA-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: 193.21

Molecular Weight (Monoisotopic): 193.0851

AlogP: 0.70

#Rotatable Bonds: 3

Polar Surface Area: 76.71

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.87

CX Basic pKa: 1.68

CX LogP: 0.62

CX LogD: 0.62

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.55

Np Likeness Score: -1.57

References

1. Dimmock JR, Sidhu KK, Thayer RS, Mack P, Duffy MJ, Reid RS, Quail JW, Pugazhenthi U, Ong A, Bikker JA..  (1993)  Anticonvulsant activities of some arylsemicarbazones displaying potent oral activity in the maximal electroshock screen in rats accompanied by high protection indices.,  36  (16): [PMID:8360870] [10.1021/jm00068a001]

2. de Oliveira RB, de Souza-Fagundes EM, Soares RP, Andrade AA, Krettli AU, Zani CL..  (2008)  Synthesis and antimalarial activity of semicarbazone and thiosemicarbazone derivatives.,  43  (9): [PMID:18222568] [10.1016/j.ejmech.2007.11.012]

3. 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