TCMDC-139745

ID: ALA548891

Chembl Id: CHEMBL548891

PubChem CID: 44533917

Max Phase: Preclinical

Molecular Formula: C25H28N8O

Molecular Weight: 456.55

Molecule Type: Small molecule

Names and Identifiers

Synonyms: TCMDC-139745 | TCMDC-139745 | TCMDC-139745|CHEMBL548891

Canonical SMILES:  c1ccc(Oc2ccc(Nc3nc(NCCc4c[nH]cn4)nc(NC4CCCC4)n3)cc2)cc1

Standard InChI:  InChI=1S/C25H28N8O/c1-2-8-21(9-3-1)34-22-12-10-19(11-13-22)30-25-32-23(27-15-14-20-16-26-17-28-20)31-24(33-25)29-18-6-4-5-7-18/h1-3,8-13,16-18H,4-7,14-15H2,(H,26,28)(H3,27,29,30,31,32,33)

Standard InChI Key:  UIAVYFXJWBJKFO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA548891

   2-N-cyclopentyl-6-N-[2-(1H-imidazol-5-yl)ethyl]-4-N-(4-phenoxyphenyl)-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: 456.55

Molecular Weight (Monoisotopic): 456.2386

AlogP: 5.14

#Rotatable Bonds: 10

Polar Surface Area: 112.67

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.39

CX Basic pKa: 7.71

CX LogP: 5.06

CX LogD: 4.46

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.26

Np Likeness Score: -0.97

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