33-Deoxy-33-(4-carboxytriazol-1-yl)-oligomycin A

ID: ALA2387611

Chembl Id: CHEMBL2387611

PubChem CID: 73354972

Max Phase: Preclinical

Molecular Formula: C48H75N3O12

Molecular Weight: 886.14

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)n3cc(C(=O)O)nn3)O1)[C@H]2C

Standard InChI:  InChI=1S/C48H75N3O12/c1-12-35-17-15-13-14-16-28(4)44(56)47(11,60)45(57)33(9)42(55)32(8)41(54)31(7)40(53)27(3)18-21-39(52)61-43-30(6)37(20-19-35)62-48(34(43)10)23-22-26(2)38(63-48)24-29(5)51-25-36(46(58)59)49-50-51/h13-15,17-18,21,25-35,37-38,40,42-44,53,55-56,60H,12,16,19-20,22-24H2,1-11H3,(H,58,59)/b14-13+,17-15+,21-18+/t26-,27-,28+,29-,30+,31-,32-,33-,34-,35-,37-,38-,40+,42+,43+,44-,47+,48-/m0/s1

Standard InChI Key:  CPTSPPWZHRUQNV-WRSNOTMDSA-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: 886.14Molecular Weight (Monoisotopic): 885.5351AlogP: 6.05#Rotatable Bonds: 5
Polar Surface Area: 227.83Molecular Species: ACIDHBA: 14HBD: 5
#RO5 Violations: 3HBA (Lipinski): 15HBD (Lipinski): 5#RO5 Violations (Lipinski): 3
CX Acidic pKa: 3.02CX Basic pKa: CX LogP: 8.03CX LogD: 4.56
Aromatic Rings: 1Heavy Atoms: 63QED Weighted: 0.21Np Likeness Score: 1.55

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