4,4'-(((2S,3R,4R,5S,6R)-3-((8Z,11Z)-heptadeca-8,11-dienamido)-4-((8Z,11Z)-heptadeca-8,11-dienoyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-2,5-diyl)bis(oxy))bis(4-oxobutanoic acid)

ID: ALA5198865

Chembl Id: CHEMBL5198865

PubChem CID: 168286445

Max Phase: Preclinical

Molecular Formula: C48H77NO13

Molecular Weight: 876.14

Names and Identifiers

Canonical SMILES:  CCCCC/C=C\C/C=C\CCCCCCC(=O)N[C@H]1[C@H](OC(=O)CCC(=O)O)O[C@H](CO)[C@@H](OC(=O)CCC(=O)O)[C@@H]1OC(=O)CCCCCC/C=C\C/C=C\CCCCC

Standard InChI:  InChI=1S/C48H77NO13/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-39(51)49-45-47(61-42(56)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)46(60-43(57)35-33-40(52)53)38(37-50)59-48(45)62-44(58)36-34-41(54)55/h11-14,17-20,38,45-48,50H,3-10,15-16,21-37H2,1-2H3,(H,49,51)(H,52,53)(H,54,55)/b13-11-,14-12-,19-17-,20-18-/t38-,45-,46-,47-,48+/m1/s1

Standard InChI Key:  QJLKKEIUZTVIAT-GSRZTJPPSA-N

Alternative Forms

1. Parent:

   

   ALA5198865

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 876.14

Molecular Weight (Monoisotopic): 875.5395

AlogP: 9.13

#Rotatable Bonds: 37

Polar Surface Area: 212.06

Molecular Species: ACID

HBA: 11

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.36

CX Basic pKa: ┄

CX LogP: 10.15

CX LogD: 3.51

Aromatic Rings: ┄

Heavy Atoms: 62

QED Weighted: 0.02

Np Likeness Score: 0.76

References

1. Zhang Y, Liang X, Bao X, Xiao W, Chen G..  (2022)  Toll-like receptor 4 (TLR4) inhibitors: Current research and prospective.,  235  [PMID:35307617] [10.1016/j.ejmech.2022.114291]

Source

Source(1):

• Scientific Literature