2-((4E,8E)-11-((R)-6-hydroxy-2,5,7,8-tetramethylchroman-2-yl)-4,8-dimethylundeca-4,8-dienylidene)propane-1,3-diol

ID: ALA4847874

Chembl Id: CHEMBL4847874

PubChem CID: 126648083

Max Phase: Preclinical

Molecular Formula: C29H44O4

Molecular Weight: 456.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C(=C\CC/C(C)=C/CC[C@]1(C)CCc2c(C)c(O)c(C)c(C)c2O1)CCC=C(CO)CO

Standard InChI:  InChI=1S/C29H44O4/c1-20(12-8-14-25(18-30)19-31)10-7-11-21(2)13-9-16-29(6)17-15-26-24(5)27(32)22(3)23(4)28(26)33-29/h10,13-14,30-32H,7-9,11-12,15-19H2,1-6H3/b20-10+,21-13+/t29-/m1/s1

Standard InChI Key:  UUHVLERXBOHWNS-VIRYQLDASA-N

Alternative Forms

1. Parent:

   

   ALA4847874

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 456.67

Molecular Weight (Monoisotopic): 456.3240

AlogP: 6.55

#Rotatable Bonds: 11

Polar Surface Area: 69.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.80

CX Basic pKa: ┄

CX LogP: 6.73

CX LogD: 6.73

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.33

Np Likeness Score: 2.12

References

1. Neukirch K, Alsabil K, Dinh CP, Bilancia R, Raasch M, Ville A, Cerqua I, Viault G, Bréard D, Pace S, Temml V, Brunner E, Jordan PM, Marques MC, Loeser K, Gollowitzer A, Permann S, Gerstmeier J, Lorkowski S, Stuppner H, Garscha U, Rodrigues T, Bernardes GJL, Schuster D, Séraphin D, Richomme P, Rossi A, Mosig AS, Roviezzo F, Werz O, Helesbeux JJ, Koeberle A..  (2021)  Exploration of Long-Chain Vitamin E Metabolites for the Discovery of a Highly Potent, Orally Effective, and Metabolically Stable 5-LOX Inhibitor that Limits Inflammation.,  64  (15.0): [PMID:34279935] [10.1021/acs.jmedchem.1c00806]

Source

Source(1):

• Scientific Literature