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

ID: ALA272780

Chembl Id: CHEMBL272780

PubChem CID: 54708419

Max Phase: Preclinical

Molecular Formula: C18H27NO3

Molecular Weight: 305.42

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H27NO3/c1-5-7-15-16(19-18(22)14(4)17(15)21)11-10-12(2)8-6-9-13(3)20/h6,9-10,13,20H,5,7-8,11H2,1-4H3,(H2,19,21,22)/b9-6+,12-10+

Standard InChI Key:  IZJCLXWPUMBGDF-LWGDNYCUSA-N

Alternative Forms

1. Parent:

   

   ALA272780

   IROMYCIN D

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: 305.42

Molecular Weight (Monoisotopic): 305.1991

AlogP: 3.16

#Rotatable Bonds: 7

Polar Surface Area: 73.32

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.55

CX Basic pKa: ┄

CX LogP: 2.75

CX LogD: 2.75

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.68

Np Likeness Score: 1.60

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