[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(12-hydroxyoctadecanoyloxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]methyl 12-hydroxyoctadecanoate

ID: ALA5285247

Chembl Id: CHEMBL5285247

Max Phase: Preclinical

Molecular Formula: C48H90O15

Molecular Weight: 907.23

Names and Identifiers

Canonical SMILES:  CCCCCCC(O)CCCCCCCCCCC(=O)OC[C@@H]1O[C@@H](O[C@H]2O[C@H](COC(=O)CCCCCCCCCCC(O)CCCCCC)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C48H90O15/c1-3-5-7-21-27-35(49)29-23-17-13-9-11-15-19-25-31-39(51)59-33-37-41(53)43(55)45(57)47(61-37)63-48-46(58)44(56)42(54)38(62-48)34-60-40(52)32-26-20-16-12-10-14-18-24-30-36(50)28-22-8-6-4-2/h35-38,41-50,53-58H,3-34H2,1-2H3/t35?,36?,37-,38+,41-,42+,43+,44-,45-,46+,47-,48+

Standard InChI Key:  WXDPXVAPMUBTFA-ZMVJEWKPSA-N

Alternative Forms

1. Parent:

   

   ALA5285247

   ---

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: 907.23

Molecular Weight (Monoisotopic): 906.6280

AlogP: 6.17

#Rotatable Bonds: 38

Polar Surface Area: 242.13

Molecular Species: NEUTRAL

HBA: 15

HBD: 8

#RO5 Violations: 4

HBA (Lipinski): 15

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 11.91

CX Basic pKa: ┄

CX LogP: 8.14

CX LogD: 8.14

Aromatic Rings: ┄

Heavy Atoms: 63

QED Weighted: 0.03

Np Likeness Score: 0.78

References

1. Matsumaru T, Sueyoshi K, Okubo K, Fujii S, Sakuratani K, Saito R, Ueki K, Yamasaki S, Fujimoto Y..  (2022)  Trehalose diesters containing a polar functional group-modified lipid moiety: Synthesis and evaluation of Mincle-mediated signaling activity.,  75  [PMID:36327694] [10.1016/j.bmc.2022.117045]

Source

Source(1):

• Scientific Literature