(2aS,31R,4S,6S,6aR,7S,8S,9bS)-6-acetoxy-4-(butyryloxy)-2a,6,9-trimethyl-8-((Z)-2-methylbut-2-enoyloxy)-2-oxo-2a,4,5,6,6a,7,8,9b-octahydro-2H-azuleno[4,5-b]oxireno[2,3-c]furan-7-yl octanoate

ID: ALA2332554

PubChem CID: 71719413

Max Phase: Preclinical

Molecular Formula: C34H48O11

Molecular Weight: 632.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C(/C)C(=O)O[C@H]1C(C)=C2[C@H]([C@@H]1OC(=O)CCCCCCC)[C@@](C)(OC(C)=O)C[C@H](OC(=O)CCC)[C@]13O[C@]1(C)C(=O)O[C@@H]23

Standard InChI:  InChI=1S/C34H48O11/c1-9-12-13-14-15-17-24(37)41-28-26-25(20(5)27(28)42-30(38)19(4)11-3)29-34(33(8,45-34)31(39)43-29)22(40-23(36)16-10-2)18-32(26,7)44-21(6)35/h11,22,26-29H,9-10,12-18H2,1-8H3/b19-11-/t22-,26+,27-,28-,29-,32-,33+,34+/m0/s1

Standard InChI Key:  ASFJLBLUGLMZKI-FSIHEZPISA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2332554

   [(1R,2S,4S,5R,6S,7S,10S,13S)-4-acetyloxy-2-butanoyloxy-4,8,13-trimethyl-7-[(Z)-2-methylbut-2-enoyl]oxy-12-oxo-11,14-dioxatetracyclo[8.4.0.01,13.05,9]tetradec-8-en-6-yl] octanoate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 632.75

Molecular Weight (Monoisotopic): 632.3197

AlogP: 4.97

#Rotatable Bonds: 13

Polar Surface Area: 144.03

Molecular Species: NEUTRAL

HBA: 11

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.55

CX LogD: 5.55

Aromatic Rings: ┄

Heavy Atoms: 45

QED Weighted: 0.07

Np Likeness Score: 2.30

References

1. Paulsen ES, Villadsen J, Tenori E, Liu H, Bonde DF, Lie MA, Bublitz M, Olesen C, Autzen HE, Dach I, Sehgal P, Nissen P, Møller JV, Schiøtt B, Christensen SB..  (2013)  Water-mediated interactions influence the binding of thapsigargin to sarco/endoplasmic reticulum calcium adenosinetriphosphatase.,  56  (9): [PMID:23574308] [10.1021/jm4001083]

Source

Source(1):

• Scientific Literature