TCMDC-139739

ID: ALA547729

Chembl Id: CHEMBL547729

PubChem CID: 44533911

Max Phase: Preclinical

Molecular Formula: C20H24N8O2

Molecular Weight: 408.47

Molecule Type: Small molecule

Names and Identifiers

Synonyms: TCMDC-139739 | TCMDC-139739 | TCMDC-139739|CHEMBL547729

Canonical SMILES:  c1nc(CCNc2nc(Nc3ccc4c(c3)OCO4)nc(NC3CCCC3)n2)c[nH]1

Standard InChI:  InChI=1S/C20H24N8O2/c1-2-4-13(3-1)24-19-26-18(22-8-7-15-10-21-11-23-15)27-20(28-19)25-14-5-6-16-17(9-14)30-12-29-16/h5-6,9-11,13H,1-4,7-8,12H2,(H,21,23)(H3,22,24,25,26,27,28)

Standard InChI Key:  ZFRGFTVXNJLEAO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA547729

   4-N-(1,3-benzodioxol-5-yl)-2-N-cyclopentyl-6-N-[2-(1H-imidazol-5-yl)ethyl]-1,3,5-triazine-2,4,6-triamine

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

Calculated Properties

Molecular Weight: 408.47

Molecular Weight (Monoisotopic): 408.2022

AlogP: 3.08

#Rotatable Bonds: 8

Polar Surface Area: 121.90

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.38

CX Basic pKa: 7.80

CX LogP: 3.18

CX LogD: 2.60

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.45

Np Likeness Score: -0.96

References

1. Gamo FJ, Sanz LM, Vidal J, de Cozar C, Alvarez E, Lavandera JL, Vanderwall DE, Green DV, Kumar V, Hasan S, Brown JR, Peishoff CE, Cardon LR, Garcia-Bustos JF..  (2010)  Thousands of chemical starting points for antimalarial lead identification.,  465  (7296): [PMID:20485427] [10.1038/nature09107]

2. St. Jude Leishmania screening dataset.,  [10.6019/CHEMBL3433997]

Source

Source(2):

• GSK Malaria Screening
• St Jude Leishmania Screening