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

ID: ALA5191555

Chembl Id: CHEMBL5191555

PubChem CID: 168290059

Max Phase: Preclinical

Molecular Formula: C42H73NO13

Molecular Weight: 800.04

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCC(=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/C42H73NO13/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(45)43-39-41(55-36(50)26-24-22-20-18-16-14-12-10-8-6-4-2)40(54-37(51)29-27-34(46)47)32(31-44)53-42(39)56-38(52)30-28-35(48)49/h32,39-42,44H,3-31H2,1-2H3,(H,43,45)(H,46,47)(H,48,49)/t32-,39-,40-,41-,42+/m1/s1

Standard InChI Key:  QVTRQFBBHIVBDZ-SRQAWUINSA-N

Alternative Forms

1. Parent:

   

   ALA5191555

   ---

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: 800.04

Molecular Weight (Monoisotopic): 799.5082

AlogP: 7.69

#Rotatable Bonds: 35

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: 8.93

CX LogD: 2.29

Aromatic Rings: ┄

Heavy Atoms: 56

QED Weighted: 0.03

Np Likeness Score: 0.54

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