ID: ALA4847874

Max Phase: Preclinical

Molecular Formula: C29H44O4

Molecular Weight: 456.67

Molecule Type: Unknown

Representations

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

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

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