Nepadutant

Nepadutant
Systematic (IUPAC) name
	(2S)-2-[[(3S,6S,9S,12S)-12-[[(2S)-4-[[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]amino]-2-amino-4-oxobutanoyl]amino]-6-benzyl-9-(1H-indol-3-ylmethyl)-5,8,11,14-tetraoxo-1,4,7,10-tetrazacyclotetradecane-3-carbonyl]amino]-4-methylpentanoic acid
Clinical data
Routes of; administration	Injection
Pharmacokinetic data
Bioavailability	<3% (oral)
Biological half-life	44 minutes (IV)
Identifiers
CAS Number	183747-35-5
ATC code	None
PubChem	CID: 3086682
IUPHAR/BPS	2123
ChemSpider	2343247
Chemical data
Formula	C45H60N10O14
Molecular mass	965.016 g/mol
	SMILES CC(C)C[C@@H](C(=O)O)NC(=O)[C@@H]1CNC(=O)C[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)Cc2ccccc2)Cc3c[nH]c4c3cccc4)NC(=O)[C@H](CC(=O)N[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)NC(=O)C)N ;
	InChI InChI=1S/C45H60N10O14/c1-21(2)13-31(45(67)68)53-43(66)32-19-48-34(58)17-30(50-39(62)26(46)16-35(59)55-44-36(49-22(3)57)38(61)37(60)33(20-56)69-44)42(65)52-29(15-24-18-47-27-12-8-7-11-25(24)27)41(64)51-28(40(63)54-32)14-23-9-5-4-6-10-23/h4-12,18,21,26,28-33,36-38,44,47,56,60-61H,13-17,19-20,46H2,1-3H3,(H,48,58)(H,49,57)(H,50,62)(H,51,64)(H,52,65)(H,53,66)(H,54,63)(H,55,59)(H,67,68)/t26-,28-,29-,30-,31-,32-,33+,36+,37+,38+,44+/m0/s1 ; Key:NPSVXOVMLVOMDD-SXRVEDALSA-N ;

Nepadutant (INN) (code name MEN-11420) is a glycosylated bicyclic cyclo hexapeptide drug which acts as a highly selective NK₂ receptor antagonist.^[2]^[3]^[4] It was developed by the Menarini Group and investigated for the treatment of functional gastrointestinal disorders and asthma but was never marketed.^[3]^[5]^[6]

References

↑ ^1.0 ^1.1 ^1.2 Lua error in package.lua at line 80: module 'strict' not found.
↑ ^2.0 ^2.1 Lua error in package.lua at line 80: module 'strict' not found.
↑ ^3.0 ^3.1 Lua error in package.lua at line 80: module 'strict' not found.
↑ Lua error in package.lua at line 80: module 'strict' not found.
↑ Lua error in package.lua at line 80: module 'strict' not found.
↑ Lua error in package.lua at line 80: module 'strict' not found.

This drug article relating to the nervous system is a stub. You can help Wikipedia by expanding it.

Systematic (IUPAC) name

(2S)-2-[[(3S,6S,9S,12S)-12-[[(2S)-4-[[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]amino]-2-amino-4-oxobutanoyl]amino]-6-benzyl-9-(1H-indol-3-ylmethyl)-5,8,11,14-tetraoxo-1,4,7,10-tetrazacyclotetradecane-3-carbonyl]amino]-4-methylpentanoic acid
Clinical data
Routes of administration	Injection^[1]^[2]
Pharmacokinetic data
Bioavailability	<3% (oral)^[1]
Biological half-life	44 minutes (IV)^[1]

Identifiers
CAS Number	183747-35-5
ATC code	None
PubChem	CID: 3086682
IUPHAR/BPS	2123
ChemSpider	2343247
Chemical data
Formula	C₄₅H₆₀N₁₀O₁₄
Molecular mass	965.016 g/mol
SMILES CC(C)C[C@@H](C(=O)O)NC(=O)[C@@H]1CNC(=O)C[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)Cc2ccccc2)Cc3c[nH]c4c3cccc4)NC(=O)[C@H](CC(=O)N[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)NC(=O)C)N
InChI InChI=1S/C45H60N10O14/c1-21(2)13-31(45(67)68)53-43(66)32-19-48-34(58)17-30(50-39(62)26(46)16-35(59)55-44-36(49-22(3)57)38(61)37(60)33(20-56)69-44)42(65)52-29(15-24-18-47-27-12-8-7-11-25(24)27)41(64)51-28(40(63)54-32)14-23-9-5-4-6-10-23/h4-12,18,21,26,28-33,36-38,44,47,56,60-61H,13-17,19-20,46H2,1-3H3,(H,48,58)(H,49,57)(H,50,62)(H,51,64)(H,52,65)(H,53,66)(H,54,63)(H,55,59)(H,67,68)/t26-,28-,29-,30-,31-,32-,33+,36+,37+,38+,44+/m0/s1 Key:NPSVXOVMLVOMDD-SXRVEDALSA-N