8'-hydroxy-4,4,4',4',8',13'-hexamethylspiro[9,10-dihydro-4H,8H-[1,4]dioxepino[2,3-g]indole-8,3'-(11',13'-diazatetracyclo[5.5.2.01,5.07,11]tetradecane)]-9,14'-dione

ID: ALA462728

Chembl Id: CHEMBL462728

PubChem CID: 44584122

Max Phase: Preclinical

Molecular Formula: C28H35N3O5

Molecular Weight: 493.60

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: Paraherquamide | CHEMBL462728

Canonical SMILES:  CN1C(=O)[C@]23C[C@H]4C(C)(C)[C@@]5(C[C@@]41CN2CC[C@@]3(C)O)C(=O)Nc1cc2c(cc15)OC(C)(C)C=CO2

Standard InChI:  InChI=1S/C28H35N3O5/c1-23(2)8-10-35-18-12-17-16(11-19(18)36-23)27(21(32)29-17)14-26-15-31-9-7-25(5,34)28(31,22(33)30(26)6)13-20(26)24(27,3)4/h8,10-12,20,34H,7,9,13-15H2,1-6H3,(H,29,32)/t20-,25+,26+,27+,28-/m0/s1

Standard InChI Key:  NERDPEDPLXOGNU-MAWBUHMLSA-N

Alternative Forms

  1. Parent:

Associated Targets(non-human)

Caenorhabditis elegans (1055 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ovis aries (854 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Aedes aegypti (630 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Lucilia sericata (8 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ctenocephalides felis (292 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: 493.60Molecular Weight (Monoisotopic): 493.2577AlogP: 2.80#Rotatable Bonds:
Polar Surface Area: 91.34Molecular Species: NEUTRALHBA: 6HBD: 2
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 13.18CX Basic pKa: 8.21CX LogP: 1.61CX LogD: 0.74
Aromatic Rings: 1Heavy Atoms: 36QED Weighted: 0.58Np Likeness Score: 2.22

References

1. Sinclair PJ, Schaeffer JM, Shoop W, Mrozik H.  (1992)  The preparation and utilization of paraherquamide-2-O-methyl imidate in the synthesis of 14-O-substituted paraherquamide derivatives,  (12): [10.1016/S0960-894X(00)80438-2]
2. Ondeyka JG, Byrne K, Vesey D, Zink DL, Shoop WL, Goetz MA, Singh SB..  (2003)  Nodulisporic acids C, C1, and C2: a series of D-ring-opened nodulisporic acids from the fungus Nodulisporium sp.,  66  (1): [PMID:12542359] [10.1021/np020339u]

Source