ID: ALA3417709

Max Phase: Preclinical

Molecular Formula: C16H20Br2N2O3

Molecular Weight: 448.15

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C(=O)Nc1ccc(Br)cc1Br)N1CCCC(CC(=O)O)C1

Standard InChI:  InChI=1S/C16H20Br2N2O3/c1-10(20-6-2-3-11(9-20)7-15(21)22)16(23)19-14-5-4-12(17)8-13(14)18/h4-5,8,10-11H,2-3,6-7,9H2,1H3,(H,19,23)(H,21,22)

Standard InChI Key:  RYNIUVHBZYNNGX-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: 448.15

Molecular Weight (Monoisotopic): 445.9841

AlogP: 3.73

#Rotatable Bonds: 5

Polar Surface Area: 69.64

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.77

CX Basic pKa: 6.63

CX LogP: 1.10

CX LogD: 0.45

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.72

Np Likeness Score: -1.32

References

1. Jurik A, Zdrazil B, Holy M, Stockner T, Sitte HH, Ecker GF..  (2015)  A binding mode hypothesis of tiagabine confirms liothyronine effect on γ-aminobutyric acid transporter 1 (GAT1).,  58  (5): [PMID:25679268] [10.1021/jm5015428]

2. Dechering K; Duffey M.  (2022)  Replenishing the malaria drug discovery pipeline: Screening and hit evaluation of the MMV Hit Generation Library 1 (HGL1) against asexual blood stage Plasmodium falciparum ,using a nano luciferase reporter read-out,  [10.6019/CHEMBL4888484]

Source

Source(2):

• Scientific Literature
• MMV Malaria HGL