[(2R,3S,4S,5R,6R)-2-[(2R,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexoxy]-4,5-di(pentanoyloxy)-6-(pentanoyloxymethyl)tetrahydropyran-3-yl]octanoate

ID: ALA4752334

PubChem CID: 162653393

Max Phase: Preclinical

Molecular Formula: C35H62O15

Molecular Weight: 722.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCC(=O)O[C@@H]1[C@H](OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)O[C@H](COC(=O)CCCC)[C@@H](OC(=O)CCCC)[C@@H]1OC(=O)CCCC

Standard InChI:  InChI=1S/C35H62O15/c1-5-9-13-14-15-19-29(42)50-34-33(49-28(41)18-12-8-4)32(48-27(40)17-11-7-3)25(22-45-26(39)16-10-6-2)47-35(34)46-21-24(38)31(44)30(43)23(37)20-36/h23-25,30-38,43-44H,5-22H2,1-4H3/t23-,24-,25-,30-,31-,32-,33+,34+,35-/m1/s1

Standard InChI Key:  OJBANNGIOCXBQP-PMUICWEZSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4752334

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 722.87

Molecular Weight (Monoisotopic): 722.4089

AlogP: 2.37

#Rotatable Bonds: 27

Polar Surface Area: 224.81

Molecular Species: NEUTRAL

HBA: 15

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.59

CX Basic pKa: ┄

CX LogP: 3.96

CX LogD: 3.96

Aromatic Rings: ┄

Heavy Atoms: 50

QED Weighted: 0.05

Np Likeness Score: 1.05

References

1. Tsutsui N,Tanabe G,Ikeda N,Okamura S,Ogawa M,Miyazaki K,Kita A,Sugiura R,Muraoka O.  (2016)  Structure-activity relationship studies on acremomannolipin A, the potent calcium signal modulator with a novel glycolipid structure 4: Role of acyl side chains on d-mannose.,  121  [PMID:27243802] [10.1016/j.ejmech.2016.05.034]

Source

Source(1):

• Scientific Literature