33-Azido-33-deoxyoligomycin A

ID: ALA2387608

Chembl Id: CHEMBL2387608

PubChem CID: 73348922

Max Phase: Preclinical

Molecular Formula: C45H73N3O10

Molecular Weight: 816.09

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC[C@H]1/C=C/C=C/C[C@@H](C)[C@H](O)[C@@](C)(O)C(=O)[C@@H](C)[C@H](O)[C@@H](C)C(=O)[C@@H](C)[C@H](O)[C@@H](C)/C=C/C(=O)O[C@@H]2[C@H](C)[C@H](CC1)O[C@]1(CC[C@H](C)[C@H](C[C@H](C)N=[N+]=[N-])O1)[C@H]2C

Standard InChI:  InChI=1S/C45H73N3O10/c1-12-34-17-15-13-14-16-27(4)42(53)44(11,55)43(54)32(9)40(52)31(8)39(51)30(7)38(50)26(3)18-21-37(49)56-41-29(6)35(20-19-34)57-45(33(41)10)23-22-25(2)36(58-45)24-28(5)47-48-46/h13-15,17-18,21,25-36,38,40-42,50,52-53,55H,12,16,19-20,22-24H2,1-11H3/b14-13+,17-15+,21-18+/t25-,26-,27+,28-,29+,30-,31-,32-,33-,34-,35-,36-,38+,40+,41+,42-,44+,45-/m0/s1

Standard InChI Key:  OSVBIYHEEBBULK-XKHKTZOXSA-N

Associated Targets(Human)

HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
K562 (73714 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Streptomyces fradiae (9 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: 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: 816.09Molecular Weight (Monoisotopic): 815.5296AlogP: 7.20#Rotatable Bonds: 4
Polar Surface Area: 208.58Molecular Species: ACIDHBA: 11HBD: 4
#RO5 Violations: 3HBA (Lipinski): 13HBD (Lipinski): 4#RO5 Violations (Lipinski): 3
CX Acidic pKa: -10.22CX Basic pKa: CX LogP: 8.27CX LogD: 8.15
Aromatic Rings: Heavy Atoms: 58QED Weighted: 0.10Np Likeness Score: 1.95

References

1. Lysenkova LN, Turchin KF, Korolev AM, Dezhenkova LG, Bekker OB, Shtil AA, Danilenko VN, Preobrazhenskaya MN..  (2013)  Synthesis and cytotoxicity of oligomycin A derivatives modified in the side chain.,  21  (11): [PMID:23623676] [10.1016/j.bmc.2013.03.081]

Source