ID: ALA326220

Max Phase: Preclinical

Molecular Formula: C14H19BrN4S

Molecular Weight: 355.31

Molecule Type: Small molecule

Representations

Canonical SMILES:  C/C(=N\N=C(/S)N1CCN(C)CC1)c1cccc(Br)c1

Standard InChI:  InChI=1S/C14H19BrN4S/c1-11(12-4-3-5-13(15)10-12)16-17-14(20)19-8-6-18(2)7-9-19/h3-5,10H,6-9H2,1-2H3,(H,17,20)/b16-11+

Standard InChI Key:  UAZNXOYVBZODMC-LFIBNONCSA-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: 355.31

Molecular Weight (Monoisotopic): 354.0514

AlogP: 2.71

#Rotatable Bonds: 2

Polar Surface Area: 31.20

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 6.35

CX Basic pKa: 7.47

CX LogP: 2.26

CX LogD: 2.20

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.38

Np Likeness Score: -1.17

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]

Source

Source(1):

• Scientific Literature