6-((2E,5E)-7-hydroxy-3,7-dimethylocta-2,5-dienyl)-4-methoxy-3-methyl-5-propylpyridin-2(1H)-one

ID: ALA256056

Chembl Id: CHEMBL256056

PubChem CID: 44456275

Max Phase: Preclinical

Molecular Formula: C20H31NO3

Molecular Weight: 333.47

Molecule Type: Small molecule

Names and Identifiers

Synonyms: iromycin BM | CHEMBL256056|iromycin BM|BDBM50411917

Canonical SMILES:  CCCc1c(C/C=C(\C)C/C=C/C(C)(C)O)[nH]c(=O)c(C)c1OC

Standard InChI:  InChI=1S/C20H31NO3/c1-7-9-16-17(21-19(22)15(3)18(16)24-6)12-11-14(2)10-8-13-20(4,5)23/h8,11,13,23H,7,9-10,12H2,1-6H3,(H,21,22)/b13-8+,14-11+

Standard InChI Key:  YJSWZKPLAKZGBU-HVUCGZAQSA-N

Alternative Forms

1. Parent:

   

   ALA256056

   IROMYCIN BM

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: 333.47

Molecular Weight (Monoisotopic): 333.2304

AlogP: 3.85

#Rotatable Bonds: 8

Polar Surface Area: 62.32

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.79

CX Basic pKa: ┄

CX LogP: 3.14

CX LogD: 3.14

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.71

Np Likeness Score: 1.68

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