4-hydroxy-3-methyl-6-((2E,5E)-3-methylocta-2,5-dienyl)-5-propylpyridin-2(1H)-one

ID: ALA257864

Chembl Id: CHEMBL257864

PubChem CID: 54708418

Max Phase: Preclinical

Molecular Formula: C18H27NO2

Molecular Weight: 289.42

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Iromycin C | IROMYCIN C|CHEMBL257864|CHEBI:199080|BDBM50411913|2-hydroxy-3-methyl-6-[(2E,5E)-3-methylocta-2,5-dienyl]-5-propyl-1H-pyridin-4-one

Canonical SMILES:  CC/C=C/C/C(C)=C/Cc1[nH]c(=O)c(C)c(O)c1CCC

Standard InChI:  InChI=1S/C18H27NO2/c1-5-7-8-10-13(3)11-12-16-15(9-6-2)17(20)14(4)18(21)19-16/h7-8,11H,5-6,9-10,12H2,1-4H3,(H2,19,20,21)/b8-7+,13-11+

Standard InChI Key:  CYTLCZVDDYEJPL-IGOCJVNJSA-N

Alternative Forms

1. Parent:

   

   ALA257864

   IROMYCIN C

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: 289.42

Molecular Weight (Monoisotopic): 289.2042

AlogP: 4.19

#Rotatable Bonds: 7

Polar Surface Area: 53.09

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.55

CX Basic pKa: ┄

CX LogP: 4.06

CX LogD: 4.06

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.74

Np Likeness Score: 1.51

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