ID: ALA74689

Max Phase: Preclinical

Molecular Formula: C9H11N3S

Molecular Weight: 193.28

Molecule Type: Small molecule

Representations

Synonyms (2): 2-(1-Phenylethylidene)Hydrazinecarbothioamide | Phenyl(Methyl)Thiosemicarbazone
Synonyms from Alternative Forms(2):

Canonical SMILES:  C/C(=N\N=C(/N)S)c1ccccc1

Standard InChI:  InChI=1S/C9H11N3S/c1-7(11-12-9(10)13)8-5-3-2-4-6-8/h2-6H,1H3,(H3,10,12,13)/b11-7+

Standard InChI Key:  JMULZUQMMLAALR-YRNVUSSQSA-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: 193.28

Molecular Weight (Monoisotopic): 193.0674

AlogP: 1.66

#Rotatable Bonds: 2

Polar Surface Area: 50.74

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 6.94

CX Basic pKa: 3.64

CX LogP: 1.61

CX LogD: 1.11

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.32

Np Likeness Score: -0.76

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. PubChem BioAssay data set, 

3. Thanigaimalai P, Lee KC, Sharma VK, Roh E, Kim Y, Jung SH..  (2011)  Ketonethiosemicarbazones: structure-activity relationships for their melanogenesis inhibition.,  21  (12): [PMID:21601449] [10.1016/j.bmcl.2011.04.146]

4. Blau L, Menegon RF, Trossini GH, Molino JV, Vital DG, Cicarelli RM, Passerini GD, Bosquesi PL, Chin CM..  (2013)  Design, synthesis and biological evaluation of new aryl thiosemicarbazone as antichagasic candidates.,  67  [PMID:23851115] [10.1016/j.ejmech.2013.04.022]

5. Hałdys K, Latajka R..  (2019)  Thiosemicarbazones with tyrosinase inhibitory activity.,  10  (3): [PMID:31015905] [10.1039/C9MD00005D]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays