4-hydroxy-3-methyl-5-propyl-6-[(E,E)-3,7,7-trimethylocta-2,5-dienyl]-1H-pyridin-2-one

ID: ALA258096

Chembl Id: CHEMBL258096

PubChem CID: 54732497

Max Phase: Preclinical

Molecular Formula: C20H31NO2

Molecular Weight: 317.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCc1c(C/C=C(\C)C/C=C/C(C)(C)C)[nH]c(=O)c(C)c1O

Standard InChI:  InChI=1S/C20H31NO2/c1-7-9-16-17(21-19(23)15(3)18(16)22)12-11-14(2)10-8-13-20(4,5)6/h8,11,13H,7,9-10,12H2,1-6H3,(H2,21,22,23)/b13-8+,14-11+

Standard InChI Key:  ZDOKCEVQABSUAF-HVUCGZAQSA-N

Alternative Forms

1. Parent:

   

   ALA258096

   IROMYCIN S

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: 317.47

Molecular Weight (Monoisotopic): 317.2355

AlogP: 4.82

#Rotatable Bonds: 6

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: 4.64

CX LogD: 4.64

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.74

Np Likeness Score: 1.38

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