TCMDC-139740

ID: ALA533213

Chembl Id: CHEMBL533213

PubChem CID: 44533912

Max Phase: Preclinical

Molecular Formula: C22H21ClN8O2

Molecular Weight: 464.92

Molecule Type: Small molecule

Names and Identifiers

Synonyms: TCMDC-139740 | TCMDC-139740 | TCMDC-139740|CHEMBL533213

Canonical SMILES:  Clc1ccc(CNc2nc(NCCc3c[nH]cn3)nc(Nc3ccc4c(c3)OCO4)n2)cc1

Standard InChI:  InChI=1S/C22H21ClN8O2/c23-15-3-1-14(2-4-15)10-26-21-29-20(25-8-7-17-11-24-12-27-17)30-22(31-21)28-16-5-6-18-19(9-16)33-13-32-18/h1-6,9,11-12H,7-8,10,13H2,(H,24,27)(H3,25,26,28,29,30,31)

Standard InChI Key:  LCXNLWURVAZQLV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA533213

   2-N-(1,3-benzodioxol-5-yl)-4-N-[(4-chlorophenyl)methyl]-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: 464.92

Molecular Weight (Monoisotopic): 464.1476

AlogP: 3.99

#Rotatable Bonds: 9

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: 13.34

CX Basic pKa: 7.79

CX LogP: 4.15

CX LogD: 3.58

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.29

Np Likeness Score: -1.10

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