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

ID: ALA5183013

Chembl Id: CHEMBL5183013

PubChem CID: 168283319

Max Phase: Preclinical

Molecular Formula: C46H79NO13

Molecular Weight: 854.13

Names and Identifiers

Canonical SMILES:  CCCCCCCCC/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/C46H79NO13/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-37(49)47-43-45(59-40(54)30-28-26-24-22-19-14-12-10-8-6-4-2)44(58-41(55)33-31-38(50)51)36(35-48)57-46(43)60-42(56)34-32-39(52)53/h17-18,36,43-46,48H,3-16,19-35H2,1-2H3,(H,47,49)(H,50,51)(H,52,53)/b18-17-/t36-,43-,44-,45-,46+/m1/s1

Standard InChI Key:  ILJAYYTXBFCTGR-RJVZBCKZSA-N

Alternative Forms

1. Parent:

   

   ALA5183013

   ---

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: 854.13

Molecular Weight (Monoisotopic): 853.5551

AlogP: 9.02

#Rotatable Bonds: 38

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: 10.35

CX LogD: 3.71

Aromatic Rings: ┄

Heavy Atoms: 60

QED Weighted: 0.02

Np Likeness Score: 0.68

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