ID: ALA330453

Max Phase: Preclinical

Molecular Formula: C14H16N4S

Molecular Weight: 272.38

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN(C)c1ccc(/C=N/N=C(/N)S)c2ccccc12

Standard InChI:  InChI=1S/C14H16N4S/c1-18(2)13-8-7-10(9-16-17-14(15)19)11-5-3-4-6-12(11)13/h3-9H,1-2H3,(H3,15,17,19)/b16-9+

Standard InChI Key:  PODMEVXUBZWAFS-CXUHLZMHSA-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: 272.38

Molecular Weight (Monoisotopic): 272.1096

AlogP: 2.48

#Rotatable Bonds: 3

Polar Surface Area: 53.98

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 6.90

CX Basic pKa: 4.44

CX LogP: 2.87

CX LogD: 2.34

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.39

Np Likeness Score: -1.12

References

1. Du X, Guo C, Hansell E, Doyle PS, Caffrey CR, Holler TP, McKerrow JH, Cohen FE..  (2002)  Synthesis and structure-activity relationship study of potent trypanocidal thio semicarbazone inhibitors of the trypanosomal cysteine protease cruzain.,  45  (13): [PMID:12061873] [10.1021/jm010459j]

2. Manzano JI, Cochet F, Boucherle B, Gómez-Pérez V, Boumendjel A, Gamarro F, Peuchmaur M..  (2016)  Arylthiosemicarbazones as antileishmanial agents.,  123  [PMID:27475107] [10.1016/j.ejmech.2016.07.014]

3. Linciano P, Moraes CB, Alcantara LM, Franco CH, Pascoalino B, Freitas-Junior LH, Macedo S, Santarem N, Cordeiro-da-Silva A, Gul S, Witt G, Kuzikov M, Ellinger B, Ferrari S, Luciani R, Quotadamo A, Costantino L, Costi MP..  (2018)  Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.,  146  [PMID:29407968] [10.1016/j.ejmech.2018.01.043]

Source

Source(1):

• Scientific Literature