4-hydroxy-3-methyl-5-propyl-6-((2E,5E)-3,7,7-trimethylocta-2,5-dienyl)-2H-pyran-2-one

ID: ALA258094

Chembl Id: CHEMBL258094

PubChem CID: 54732495

Max Phase: Preclinical

Molecular Formula: C20H30O3

Molecular Weight: 318.46

Molecule Type: Small molecule

Names and Identifiers

Synonyms: iromycin SO | CHEMBL258094|iromycin SO|BDBM50411906

Canonical SMILES:  CCCc1c(C/C=C(\C)C/C=C/C(C)(C)C)oc(=O)c(C)c1O

Standard InChI:  InChI=1S/C20H30O3/c1-7-9-16-17(23-19(22)15(3)18(16)21)12-11-14(2)10-8-13-20(4,5)6/h8,11,13,21H,7,9-10,12H2,1-6H3/b13-8+,14-11+

Standard InChI Key:  NURGVQPRMMBBGV-HVUCGZAQSA-N

Alternative Forms

1. Parent:

   

   ALA258094

   IROMYCIN SO

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 318.46

Molecular Weight (Monoisotopic): 318.2195

AlogP: 5.09

#Rotatable Bonds: 6

Polar Surface Area: 50.44

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.69

CX Basic pKa: ┄

CX LogP: 5.37

CX LogD: 5.19

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.74

Np Likeness Score: 1.78

References

1. Surup F, Shojaei H, von Zezschwitz P, Kunze B, Grond S..  (2008)  Iromycins from Streptomyces sp. and from synthesis: new inhibitors of the mitochondrial electron transport chain.,  16  (4): [PMID:18054490] [10.1016/j.bmc.2007.11.023]

Source

Source(1):

• Scientific Literature