LINACLOTIDE

Search structure


Trade Names:	LINZESS
Synonyms:	ASP-0456 ASP0456 Constella Linaclotide Linzess MD-1100
Status:	Approved (2012)
Entry Type:	Protein
Molecule Category:	Parent
ATC:	A06AX04
UNII:	N0TXR0XR5X

Structure


InChI Key	KXGCNMMJRFDFNR-WDRJZQOASA-N
Smile	C[C@@H]1NC(=O)[C@@H]2CCCN2C(=O)[C@H](CC(N)=O)NC(=O)[C@@H]2CSSC[C@H](N)C(=O)N[C@H]3CSSC[C@H](NC1=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)NCC(=O)N[C@H](C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)O)CSSC[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CCC(=O)O)NC3=O)C(=O)N2
InChI	InChI=1S/C59H79N15O21S6/c1-26-47(82)69-41-25-101-99-22-38-52(87)65-33(13-14-45(80)81)49(84)66-34(16-28-5-9-30(76)10-6-28)50(85)71-40(54(89)72-39(23-97-96-20-32(60)48(83)70-38)53(88)67-35(18-43(61)78)58(93)74-15-3-4-42(74)56(91)63-26)24-100-98-21-37(64-44(79)19-62-57(92)46(27(2)75)73-55(41)90)51(86)68-36(59(94)95)17-29-7-11-31(77)12-8-29/h5-12,26-27,32-42,46,75-77H,3-4,13-25,60H2,1-2H3,(H2,61,78)(H,62,92)(H,63,91)(H,64,79)(H,65,87)(H,66,84)(H,67,88)(H,68,86)(H,69,82)(H,70,83)(H,71,85)(H,72,89)(H,73,90)(H,80,81)(H,94,95)/t26-,27+,32-,33-,34-,35-,36-,37-,38-,39-,40-,41-,42-,46-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C59H79N15O21S6
Molecular Weight	1526.77
AlogP	None
Hydrogen Bond Acceptor	None
Hydrogen Bond Donor	None
Number of Rotational Bond	None
Polar Surface Area	None
Molecular species	None
Aromatic Rings	None
Heavy Atoms	None

Pharmacology

Action	Mechanism of Action	Reference
AGONIST	Heat-stable enterotoxin receptor agonist	Expert

	Primary Target
Guanylyl cyclase-C

Indications

Mesh Heading	Maximum Phase	Mesh ID	Reference
Adenoma	2	D000236	ClinicalTrials

Related Entries

Salt

Side Effects from Label

Side Effects (PT)

Side effects	Relative Frequency (%)	Labels
Gastrointestinal disorders Diarrhoea	5.0
Nervous system disorders Headache	4.0
Nervous system disorders Nervous system disorder	4.0
Nervous system disorders Headache
Infections and infestations Infection	3.0
Infections and infestations Infestation	3.0
Nervous system disorders Nervous system disorder
Gastrointestinal disorders Viral diarrhoea	3.0
Gastrointestinal disorders Abdominal pain	1.0
Gastrointestinal disorders Gastrointestinal pain	1.0
Infections and infestations Infection
Infections and infestations Infestation
Gastrointestinal disorders Viral diarrhoea

Adverse Reactions

SOC By Demographic Distribution

System Organ Classification (SOC)

	Relative Frequency (%)
Gastrointestinal disorders	36.43
General disorders and administration site conditions	18.37
Injury, poisoning and procedural complications	17.13
Nervous system disorders	4.96
Vascular disorders	2.73
Musculoskeletal and connective tissue disorders	2.39
Skin and subcutaneous tissue disorders	2.33
Investigations	2.21
Psychiatric disorders	2.17
Cardiac disorders	2.14

Cross References

Resources	Reference
CAS NUMBER	851199-59-2
ChEBI	68551
ChEMBL	CHEMBL3301675
DrugBank	DB08890
DrugCentral	4622
EPA CompTox	DTXSID90234256
FDA SRS	N0TXR0XR5X
Guide to Pharmacology	5017
PubChem	16158208
SureChEMBL	SCHEMBL13114620

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