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

ID: ALA5184274

Chembl Id: CHEMBL5184274

PubChem CID: 168279847

Max Phase: Preclinical

Molecular Formula: C45H75NO13

Molecular Weight: 838.09

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)CCCCCCCCCCCCC

Standard InChI:  InChI=1S/C45H75NO13/c1-3-5-7-9-11-13-15-16-17-19-20-22-24-26-28-36(48)46-42-44(58-39(53)29-27-25-23-21-18-14-12-10-8-6-4-2)43(57-40(54)32-30-37(49)50)35(34-47)56-45(42)59-41(55)33-31-38(51)52/h11,13,16-17,35,42-45,47H,3-10,12,14-15,18-34H2,1-2H3,(H,46,48)(H,49,50)(H,51,52)/b13-11-,17-16-/t35-,42-,43-,44-,45+/m1/s1

Standard InChI Key:  BVQHFTBKQJSLHK-IGUCJQIZSA-N

Alternative Forms

1. Parent:

   

   ALA5184274

   ---

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: 838.09

Molecular Weight (Monoisotopic): 837.5238

AlogP: 8.41

#Rotatable Bonds: 36

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: 9.54

CX LogD: 2.90

Aromatic Rings: ┄

Heavy Atoms: 59

QED Weighted: 0.02

Np Likeness Score: 0.80

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