TCMDC-139738

ID: ALA524774

Chembl Id: CHEMBL524774

PubChem CID: 44533910

Max Phase: Preclinical

Molecular Formula: C25H32N8O2

Molecular Weight: 476.59

Molecule Type: Small molecule

Names and Identifiers

Synonyms: TCMDC-139738 | TCMDC-139738 | TCMDC-139738|CHEMBL524774

Canonical SMILES:  CC1(C)[C@H]2CC[C@@H](CNc3nc(NCCc4c[nH]cn4)nc(Nc4ccc5c(c4)OCO5)n3)[C@@H]1C2

Standard InChI:  InChI=1S/C25H32N8O2/c1-25(2)16-4-3-15(19(25)9-16)11-28-23-31-22(27-8-7-18-12-26-13-29-18)32-24(33-23)30-17-5-6-20-21(10-17)35-14-34-20/h5-6,10,12-13,15-16,19H,3-4,7-9,11,14H2,1-2H3,(H,26,29)(H3,27,28,30,31,32,33)/t15-,16-,19-/m0/s1

Standard InChI Key:  HMNCXPCWIZSSHE-BXWFABGCSA-N

Alternative Forms

1. Parent:

   

   ALA524774

   2-N-(1,3-benzodioxol-5-yl)-4-N-[[(1S,2R,5S)-6,6-dimethyl-2-bicyclo[3.1.1]heptanyl]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: 476.59

Molecular Weight (Monoisotopic): 476.2648

AlogP: 4.21

#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: 13.39

CX Basic pKa: 7.83

CX LogP: 4.19

CX LogD: 3.59

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.36

Np Likeness Score: -0.07

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