Podaxisterol A

ID: ALA5186631

Chembl Id: CHEMBL5186631

PubChem CID: 168281059

Max Phase: Preclinical

Molecular Formula: C24H34N2O5

Molecular Weight: 430.55

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@H](CC(=O)O)[C@H]1C[C@@H](O)[C@@H]2[C@]1(C)CC[C@H]1[C@]23C=C[C@]2(C[C@@H](O)CC[C@]12C)N(C#N)O3

Standard InChI:  InChI=1S/C24H34N2O5/c1-14(10-19(29)30)16-11-17(28)20-21(16,2)6-5-18-22(3)7-4-15(27)12-23(22)8-9-24(18,20)31-26(23)13-25/h8-9,14-18,20,27-28H,4-7,10-12H2,1-3H3,(H,29,30)/t14-,15+,16-,17-,18-,20-,21-,22-,23-,24-/m1/s1

Standard InChI Key:  AVRRNNARZUVQNL-YBDVHHHPSA-N

Alternative Forms

  1. Parent:

    ALA5186631

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Associated Targets(non-human)

Bacillus subtilis (32866 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Enterococcus faecalis (29875 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mycolicibacterium vaccae (371 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Sporobolomyces salmonicolor (103 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Candida albicans (78123 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Penicillium chrysogenum (1593 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: 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: 430.55Molecular Weight (Monoisotopic): 430.2468AlogP: 2.84#Rotatable Bonds: 3
Polar Surface Area: 114.02Molecular Species: ACIDHBA: 6HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 4.02CX Basic pKa: CX LogP: 1.61CX LogD: -1.53
Aromatic Rings: Heavy Atoms: 31QED Weighted: 0.47Np Likeness Score: 2.25

References

1. Guo H, Daniel JM, Seibel E, Burkhardt I, Conlon BH, Görls H, Vassão DG, Dickschat JS, Poulsen M, Beemelmanns C..  (2022)  Insights into the Metabolomic Capacity of Podaxis and Isolation of Podaxisterols A-D, Ergosterol Derivatives Carrying Nitrosyl Cyanide-Derived Modifications.,  85  (9.0): [PMID:36040034] [10.1021/acs.jnatprod.2c00380]

Source