[(2R,3R,4S,5S,6R)-5-butanoyloxy-3,4-di(hexanoyloxy)-6-[(2R,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexoxy]tetrahydropyran-2-yl]methyl hexanoate

ID: ALA4777903

PubChem CID: 162644231

Max Phase: Preclinical

Molecular Formula: C34H60O15

Molecular Weight: 708.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCC(=O)OC[C@H]1O[C@@H](OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)[C@@H](OC(=O)CCC)[C@@H](OC(=O)CCCCC)[C@@H]1OC(=O)CCCCC

Standard InChI:  InChI=1S/C34H60O15/c1-5-9-12-16-25(38)44-21-24-31(47-27(40)17-13-10-6-2)32(48-28(41)18-14-11-7-3)33(49-26(39)15-8-4)34(46-24)45-20-23(37)30(43)29(42)22(36)19-35/h22-24,29-37,42-43H,5-21H2,1-4H3/t22-,23-,24-,29-,30-,31-,32+,33+,34-/m1/s1

Standard InChI Key:  QXSHEWNKUZTVMG-ATPGFXIISA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4777903

   ---

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: 708.84

Molecular Weight (Monoisotopic): 708.3932

AlogP: 1.98

#Rotatable Bonds: 26

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: 3.51

CX LogD: 3.51

Aromatic Rings: ┄

Heavy Atoms: 49

QED Weighted: 0.05

Np Likeness Score: 1.10

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