ID: ALA3085874

Max Phase: Preclinical

Molecular Formula: C13H14Br2N4OS

Molecular Weight: 434.16

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1nc2c(s1)CC(CNC(=O)c1cc(Br)c(Br)[nH]1)CC2

Standard InChI:  InChI=1S/C13H14Br2N4OS/c14-7-4-9(18-11(7)15)12(20)17-5-6-1-2-8-10(3-6)21-13(16)19-8/h4,6,18H,1-3,5H2,(H2,16,19)(H,17,20)

Standard InChI Key:  VALBVPDTALTKAF-UHFFFAOYSA-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: 434.16

Molecular Weight (Monoisotopic): 431.9255

AlogP: 3.11

#Rotatable Bonds: 3

Polar Surface Area: 83.80

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.00

CX Basic pKa: 4.66

CX LogP: 2.68

CX LogD: 2.68

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: -0.58

References

1. Hodnik Ž, Tomašić T, Mašič LP, Chan F, Kirby RW, Madge DJ, Kikelj D..  (2013)  Novel state-dependent voltage-gated sodium channel modulators, based on marine alkaloids from Agelas sponges.,  70  [PMID:24148992] [10.1016/j.ejmech.2013.07.034]

2. Tomašič T, Katsamakas S, Hodnik Ž, Ilaš J, Brvar M, Solmajer T, Montalvão S, Tammela P, Banjanac M, Ergović G, Anderluh M, Peterlin Mašič L, Kikelj D..  (2015)  Discovery of 4,5,6,7-Tetrahydrobenzo[1,2-d]thiazoles as Novel DNA Gyrase Inhibitors Targeting the ATP-Binding Site.,  58  (14): [PMID:26098163] [10.1021/acs.jmedchem.5b00489]

3. Tomasic T, Nabergoj D, Vrbek S, Zidar N, Jakopin Z, Zula A, Hodnik Z, Jukic M, Anderluh M, Ilas J, Dolenc MS, Peluso J, Ubeaud-Sequier G, Muller CD, Masic LP, Kikelj D.  (2015)  Analogues of the marine alkaloids oroidin, clathrodin, and hymenidin induce apoptosis in human HepG2 and THP-1 cancer cells,  6  (1): [10.1039/C4MD00286E]

Source

Source(1):

• Scientific Literature