ID: ALA323975

Max Phase: Preclinical

Molecular Formula: C15H15N3S

Molecular Weight: 269.37

Molecule Type: Small molecule

Representations

Canonical SMILES:  C/C(=N\N=C(\N)S)c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C15H15N3S/c1-11(17-18-15(16)19)12-7-9-14(10-8-12)13-5-3-2-4-6-13/h2-10H,1H3,(H3,16,18,19)/b17-11+

Standard InChI Key:  XDGIFUBPAVQFCJ-GZTJUZNOSA-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: 269.37

Molecular Weight (Monoisotopic): 269.0987

AlogP: 3.32

#Rotatable Bonds: 3

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: 6.95

CX Basic pKa: 3.64

CX LogP: 3.26

CX LogD: 2.76

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.38

Np Likeness Score: -0.65

References

1. Greenbaum DC, Mackey Z, Hansell E, Doyle P, Gut J, Caffrey CR, Lehrman J, Rosenthal PJ, McKerrow JH, Chibale K..  (2004)  Synthesis and structure-activity relationships of parasiticidal thiosemicarbazone cysteine protease inhibitors against Plasmodium falciparum, Trypanosoma brucei, and Trypanosoma cruzi.,  47  (12): [PMID:15163200] [10.1021/jm030549j]

2. Ettari R, Tamborini L, Angelo IC, Micale N, Pinto A, De Micheli C, Conti P..  (2013)  Inhibition of rhodesain as a novel therapeutic modality for human African trypanosomiasis.,  56  (14): [PMID:23611656] [10.1021/jm301424d]

3. Song S, You A, Chen Z, Zhu G, Wen H, Song H, Yi W..  (2017)  Study on the design, synthesis and structure-activity relationships of new thiosemicarbazone compounds as tyrosinase inhibitors.,  139  [PMID:28865277] [10.1016/j.ejmech.2017.08.033]

Source

Source(1):

• Scientific Literature