TCMDC-139744

ID: ALA581339

Chembl Id: CHEMBL581339

PubChem CID: 44533916

Max Phase: Preclinical

Molecular Formula: C30H36N8O

Molecular Weight: 524.67

Molecule Type: Small molecule

Names and Identifiers

Synonyms: TCMDC-139744 | TCMDC-139744 | TCMDC-139744|CHEMBL581339

Canonical SMILES:  CC1(C)[C@H]2CC[C@@H](CNc3nc(NCCc4c[nH]cn4)nc(Nc4ccc(Oc5ccccc5)cc4)n3)[C@@H]1C2

Standard InChI:  InChI=1S/C30H36N8O/c1-30(2)21-9-8-20(26(30)16-21)17-33-28-36-27(32-15-14-23-18-31-19-34-23)37-29(38-28)35-22-10-12-25(13-11-22)39-24-6-4-3-5-7-24/h3-7,10-13,18-21,26H,8-9,14-17H2,1-2H3,(H,31,34)(H3,32,33,35,36,37,38)/t20-,21-,26-/m0/s1

Standard InChI Key:  JLGVFFPNVVSONX-WOVHNISZSA-N

Alternative Forms

1. Parent:

   

   ALA581339

   4-N-[[(1S,2R,5S)-6,6-dimethyl-2-bicyclo[3.1.1]heptanyl]methyl]-6-N-[2-(1H-imidazol-5-yl)ethyl]-2-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: 524.67

Molecular Weight (Monoisotopic): 524.3012

AlogP: 6.27

#Rotatable Bonds: 11

Polar Surface Area: 112.67

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.40

CX Basic pKa: 7.74

CX LogP: 6.07

CX LogD: 5.45

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.18

Np Likeness Score: -0.16

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