(R)-4-(1R,4S,8S,9S,18R,20R)-20-Hydroxy-4,9,9,14-tetramethyl-16-oxo-8,10,17,21-tetraoxa-tricyclo[16.3.1.0*7,11*]docosa-5,14-dien-20-yl)-thiazolidin-2-one

Names and Identifiers

Canonical SMILES: C/C1=C/C(=O)O[C@@H]2C[C@@H](CC[C@H](C)/C=C\[C@@H]3OC(C)(C)O[C@H]3CC1)O[C@@](O)([C@@H]1CSC(=O)N1)C2

Standard InChI: InChI=1S/C25H37NO7S/c1-15-5-8-17-12-18(13-25(29,31-17)21-14-34-23(28)26-21)30-22(27)11-16(2)7-10-20-19(9-6-15)32-24(3,4)33-20/h6,9,11,15,17-21,29H,5,7-8,10,12-14H2,1-4H3,(H,26,28)/b9-6-,16-11-/t15-,17+,18+,19-,20-,21-,25+/m0/s1

Standard InChI Key: VMHRANMFBZFIPY-CNRKXILMSA-N

Molfile:

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M  END

Alternative Forms

Parent:

ALA520559
(4R)-4-[(1R,4S,5Z,7S,11S,14Z,18R,20R)-20-hydroxy-4,9,9,14-tetramethyl-16-oxo-8,10,17,21-tetraoxatricyclo[16.3.1.07,11]docosa-5,14-dien-20-yl]-1,3-thiazolidin-2-one

Associated Targets(Human)

HCT-116 (91556 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MDA-MB-435 (38290 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

MC-38 (857 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

A10 (235 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Molecule Features

Natural Product: Yes	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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 495.64	Molecular Weight (Monoisotopic): 495.2291	AlogP: 3.82	#Rotatable Bonds: 1
Polar Surface Area: 103.32	Molecular Species: NEUTRAL	HBA: 8	HBD: 2
#RO5 Violations: ┄	HBA (Lipinski): 8	HBD (Lipinski): 2	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 11.36	CX Basic pKa: ┄	CX LogP: 4.07	CX LogD: 4.07
Aromatic Rings: ┄	Heavy Atoms: 34	QED Weighted: 0.42	Np Likeness Score: 2.72

References

1. Amagata T, Johnson TA, Cichewicz RH, Tenney K, Mooberry SL, Media J, Edelstein M, Valeriote FA, Crews P.. (2008) Interrogating the bioactive pharmacophore of the latrunculin chemotype by investigating the metabolites of two taxonomically unrelated sponges., 51 (22): [PMID:18942825] [10.1021/jm8008585]

Source

Source(1):

Scientific Literature