6-((2E,5E)-7-hydroxy-3,7-dimethylocta-2,5-dienyl)-3-methyl-2-oxo-5-propyl-1,2-dihydropyridin-4-yl acetate

ID: ALA256863

Chembl Id: CHEMBL256863

PubChem CID: 44456200

Max Phase: Preclinical

Molecular Formula: C21H31NO4

Molecular Weight: 361.48

Molecule Type: Small molecule

Names and Identifiers

Synonyms: iromycin BA | CHEMBL256863|iromycin BA|BDBM50411919

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

Standard InChI:  InChI=1S/C21H31NO4/c1-7-9-17-18(12-11-14(2)10-8-13-21(5,6)25)22-20(24)15(3)19(17)26-16(4)23/h8,11,13,25H,7,9-10,12H2,1-6H3,(H,22,24)/b13-8+,14-11+

Standard InChI Key:  XQNDPJRVPWBECM-HVUCGZAQSA-N

Alternative Forms

1. Parent:

   

   ALA256863

   IROMYCIN BA

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: 361.48

Molecular Weight (Monoisotopic): 361.2253

AlogP: 3.77

#Rotatable Bonds: 8

Polar Surface Area: 79.39

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.49

CX Basic pKa: ┄

CX LogP: 2.94

CX LogD: 2.94

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.55

Np Likeness Score: 1.67

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