((2S,3R,4S,5R,6R)-6-(((2R,3S,4S,5R,6S)-6-(2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yloxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methoxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl) octadeca-9,12-dienoate

ID: ALA4439663

PubChem CID: 155513970

Max Phase: Preclinical

Molecular Formula: C45H60O17

Molecular Weight: 872.96

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@@H]1[C@@H](O)[C@@H](O)[C@H](OC[C@H]2O[C@@H](Oc3c(-c4ccc(O)c(O)c4)oc4cc(O)cc(O)c4c3=O)[C@H](O)[C@@H](O)[C@@H]2O)O[C@H]1C

Standard InChI:  InChI=1S/C45H60O17/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-33(50)61-41-25(2)58-44(40(56)38(41)54)57-24-32-35(51)37(53)39(55)45(60-32)62-43-36(52)34-30(49)22-27(46)23-31(34)59-42(43)26-19-20-28(47)29(48)21-26/h7-8,10-11,19-23,25,32,35,37-41,44-49,51,53-56H,3-6,9,12-18,24H2,1-2H3/b8-7-,11-10-/t25-,32+,35+,37-,38-,39+,40+,41-,44+,45-/m0/s1

Standard InChI Key:  DCIOTUHMFDUTOQ-WNKAAWFNSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4439663

   ---

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: 872.96

Molecular Weight (Monoisotopic): 872.3831

AlogP: 4.68

#Rotatable Bonds: 21

Polar Surface Area: 275.50

Molecular Species: ACID

HBA: 17

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 6.37

CX Basic pKa: ┄

CX LogP: 6.22

CX LogD: 5.06

Aromatic Rings: 3

Heavy Atoms: 62

QED Weighted: 0.03

Np Likeness Score: 1.89

References

1. Peterková L, Kmoníčková E, Ruml T, Rimpelová S..  (2020)  Sarco/Endoplasmic Reticulum Calcium ATPase Inhibitors: Beyond Anticancer Perspective.,  63  (5): [PMID:32030976] [10.1021/acs.jmedchem.9b01509]

Source

Source(1):

• Scientific Literature