2,3-dihydroxy-6-[(E,E)-(3,7-dimethylocta-2,5-dienyl]-3-methyl-5-propyl-3H-pyridin-4-one

ID: ALA272059

Chembl Id: CHEMBL272059

PubChem CID: 44456321

Max Phase: Preclinical

Molecular Formula: C19H29NO3

Molecular Weight: 319.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC1=C(C/C=C(\C)C/C=C/C(C)C)N=C(O)C(C)(O)C1=O

Standard InChI:  InChI=1S/C19H29NO3/c1-6-8-15-16(20-18(22)19(5,23)17(15)21)12-11-14(4)10-7-9-13(2)3/h7,9,11,13,23H,6,8,10,12H2,1-5H3,(H,20,22)/b9-7+,14-11+

Standard InChI Key:  CFXXCKIWSIISPX-DTCTWCMCSA-N

Alternative Forms

1. Parent:

   

   ALA272059

   IROMYCIN F

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: 319.44

Molecular Weight (Monoisotopic): 319.2147

AlogP: 4.27

#Rotatable Bonds: 7

Polar Surface Area: 69.89

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.56

CX Basic pKa: 3.87

CX LogP: 3.32

CX LogD: 0.97

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.69

Np Likeness Score: 1.64

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