(5Z,8Z,11Z,14Z)-((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) icosa-5,8,11,14-tetraenoate(5Z,8Z,11Z,14Z)-((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) icosa-5,8,11,14-tetraenoate

ID: ALA4446290

PubChem CID: 155518397

Max Phase: Preclinical

Molecular Formula: C47H60O17

Molecular Weight: 896.98

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=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/C47H60O17/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-35(52)63-43-27(2)60-46(42(58)40(43)56)59-26-34-37(53)39(55)41(57)47(62-34)64-45-38(54)36-32(51)24-29(48)25-33(36)61-44(45)28-21-22-30(49)31(50)23-28/h7-8,10-11,13-14,16-17,21-25,27,34,37,39-43,46-51,53,55-58H,3-6,9,12,15,18-20,26H2,1-2H3/b8-7-,11-10-,14-13-,17-16-/t27-,34+,37+,39-,40-,41+,42+,43-,46+,47-/m0/s1

Standard InChI Key:  VNBPWZIIQOGOLA-CEKMIKNCSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4446290

   ---

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: 896.98

Molecular Weight (Monoisotopic): 896.3831

AlogP: 5.01

#Rotatable Bonds: 21

Polar Surface Area: 275.50

Molecular Species: ACID

HBA: 17

HBD: 9

#RO5 Violations: 4

HBA (Lipinski): 17

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 6.37

CX Basic pKa: ┄

CX LogP: 6.38

CX LogD: 5.23

Aromatic Rings: 3

Heavy Atoms: 64

QED Weighted: 0.03

Np Likeness Score: 1.82

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