Macrotetrolide analogue

ID: ALA2310925

Chembl Id: CHEMBL2310925

PubChem CID: 71716078

Max Phase: Preclinical

Molecular Formula: C40H64O12

Molecular Weight: 736.94

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: Nonactin | nonactin|CHEMBL2310925

Canonical SMILES:  C[C@@H]1C[C@H]2CC[C@H](O2)[C@H](C)C(=O)O[C@@H](C)C[C@@H]2CC[C@@H](O2)[C@@H](C)C(=O)O[C@H](C)C[C@H]2CC[C@@H](O2)[C@H](C)C(=O)O[C@@H](C)C[C@@H]2CC[C@@H](O2)[C@@H](C)C(=O)O1

Standard InChI:  InChI=1S/C40H64O12/c1-21-17-29-9-13-34(49-29)26(6)38(42)46-23(3)19-31-11-15-36(51-31)28(8)40(44)48-24(4)20-32-12-16-35(52-32)27(7)39(43)47-22(2)18-30-10-14-33(50-30)25(5)37(41)45-21/h21-36H,9-20H2,1-8H3/t21-,22+,23+,24-,25-,26+,27+,28-,29-,30+,31+,32-,33-,34-,35+,36-/m1/s1

Standard InChI Key:  RMIXHJPMNBXMBU-XCDNWBFMSA-N

Alternative Forms

  1. Parent:

    ALA2310925

    NONACTIN

Associated Targets(Human)

Huh-7 (12904 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A2058 (690 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A2780 (11979 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ache Acetylcholinesterase (12221 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BCHE Cholinesterase (8742 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 736.94Molecular Weight (Monoisotopic): 736.4398AlogP: 6.02#Rotatable Bonds: 0
Polar Surface Area: 142.12Molecular Species: NEUTRALHBA: 12HBD: 0
#RO5 Violations: 3HBA (Lipinski): 12HBD (Lipinski): 0#RO5 Violations (Lipinski): 3
CX Acidic pKa: CX Basic pKa: CX LogP: 5.44CX LogD: 5.44
Aromatic Rings: 0Heavy Atoms: 52QED Weighted: 0.21Np Likeness Score: 0.50

References

1. Lee JW, Priestley ND..  (1998)  A free energy calculation can be used to predict K(+)-binding constants for new macrotetrolide antibiotics.,  (13): [PMID:9873423] [10.1016/s0960-894x(98)00300-x]
2. Plouffe D, Brinker A, McNamara C, Henson K, Kato N, Kuhen K, Nagle A, Adrián F, Matzen JT, Anderson P, Nam TG, Gray NS, Chatterjee A, Janes J, Yan SF, Trager R, Caldwell JS, Schultz PG, Zhou Y, Winzeler EA..  (2008)  In silico activity profiling reveals the mechanism of action of antimalarials discovered in a high-throughput screen.,  105  (26): [PMID:18579783] [10.1073/pnas.0802982105]
3. Brunhofer G, Fallarero A, Karlsson D, Batista-Gonzalez A, Shinde P, Gopi Mohan C, Vuorela P..  (2012)  Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.,  20  (22): [PMID:23062825] [10.1016/j.bmc.2012.09.040]
4. Harinantenaina Rakotondraibe L, Rasolomampianina R, Park HY, Li J, Slebodnik C, Brodie PJ, Blasiak LC, Hill R, TenDyke K, Shen Y, Cassera MB, Rejo F, Kingston DG..  (2015)  Antiproliferative and antiplasmodial compounds from selected Streptomyces species.,  25  (23): [PMID:26508548] [10.1016/j.bmcl.2015.07.103]