pramlintide

Chemical data

Formula

C171H267N51O53S2

Molecular weight

3949 g/mol

IUPAC name

(2S)-N-[(2S)-5-carbamimidamido-1-[(2S)-1-[(2S)-1-[(2S)-1-[(2S)-1-[(2S)-1-[(2S)-1-[(2S)-1-[(2S)-1-[(2S)-1-[(2S)-1-[(2S)-1-[(2S)-1-[2-[(2S)-2-[N-[(2S,3S)-1-[(2S)-1-[(2S)-2-[(2S)-2-[N-[(2S,3R)-1-[(2S)-1-[(2S)-1-[2-[(2S)-1-[(2S)-1-[(2S,3R)-1,3-dihydroxy-1-[(2S)-1-hydroxy-3-(4-hydroxyphenyl)-1-iminopropan-2-yl]iminobutan-2-yl]imino-1,4-dihydroxy-4-iminobutan-2-yl]imino-1,3-dihydroxypropan-2-yl]imino-2-hydroxyethyl]imino-1-hydroxy-3-methylbutan-2-yl]imino-1,4-dihydroxy-4-iminobutan-2-yl]imino-1,3-dihydroxybutan-2-yl]-C-hydroxycarbonimidoyl]pyrrolidine-1-carbonyl]pyrrolidin-1-yl]-4-methyl-1-oxopentan-2-yl]imino-1-hydroxy-3-methylpentan-2-yl]-C-hydroxycarbonimidoyl]pyrrolidin-1-yl]-2-oxoethyl]imino-1-hydroxy-3-phenylpropan-2-yl]imino-1,4-dihydroxy-4-iminobutan-2-yl]imino-1,4-dihydroxy-4-iminobutan-2-yl]imino-1,3-dihydroxypropan-2-yl]imino-1,3-dihydroxypropan-2-yl]imino-1-hydroxy-3-(1H-imidazol-5-yl)propan-2-yl]imino-1-hydroxy-3-methylbutan-2-yl]imino-1-hydroxy-4-methylpentan-2-yl]imino-1-hydroxy-3-phenylpropan-2-yl]imino-1,4-dihydroxy-4-iminobutan-2-yl]imino-1-hydroxypropan-2-yl]imino-1-hydroxy-4-methylpentan-2-yl]imino-1-hydroxypentan-2-yl]-2-[[(2S,3R)-2-[[(2S)-2-[[[(4R,7S,10S,13S,16S,19R)-19-[[(2S)-2,6-diamino-1-hydroxyhexylidene]amino]-6,9,12,15,18-pentahydroxy-7,13-bis[(1R)-1-hydroxyethyl]-16-(2-hydroxy-2-iminoethyl)-10-methyl-1,2-dithia-5,8,11,14,17-pentazacycloicosa-5,8,11,14,17-pentaen-4-yl]-hydroxymethylidene]amino]-1-hydroxypropylidene]amino]-1,3-dihydroxybutylidene]amino]pentanediimidic acid

SMILES

CC[C@H](C)[C@@H](C(=N[C@@H](CC(C)C)C(=O)N1CCC[C@H]1C(=O)N2CCC[C@H]2C(=N[C@@H]([C@@H](C)O)C(=N[C@@H](CC(=N)O)C(=N[C@@H](C(C)C)C(=NCC(=N[C@@H](CO)C(=N[C@@H](CC(=N)O)C(=N[C@@H]([C@@H](C)O)C(=N[C@@H](CC3=CC=C(C=C3)O)C(=N)O)O)O)O)O)O)O)O)O)O)N=C([C@@H]4CCCN4C(=O)CN=C([C@H](CC5=CC=CC=C5)N=C([C@H](CC(=N)O)N=C([C@H](CC(=N)O)N=C([C@H](CO)N=C([C@H](CO)N=C([C@H](CC6=CN=CN6)N=C([C@H](C(C)C)N=C([C@H](CC(C)C)N=C([C@H](CC7=CC=CC=C7)N=C([C@H](CC(=N)O)N=C([C@H](C)N=C([C@H](CC(C)C)N=C([C@H](CCCNC(=N)N)N=C([C@H](CCC(=N)O)N=C([C@H]([C@@H](C)O)N=C([C@H](C)N=C([C@@H]8CSSC[C@@H](C(=N[C@H](C(=N[C@H](C(=N[C@H](C(=N[C@H](C(=N8)O)[C@@H](C)O)O)C)O)[C@@H](C)O)O)CC(=N)O)O)N=C([C@H](CCCCN)N)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O

InChIKey

TZIRZGBAFTZREM-MKAGXXMWSA-N

XLogP

6.6

Polar surface area

1860 Ų

H-bond donors

64

H-bond acceptors

100

Formal charge

0

via PubChem

• Pramlintide.2006
• Pramlintide.2012
• Pramlintide an Adjunct to Insulin Therapy: Challenges and Recent Progress in Delivery.The Journal of pharmacology and experimental therapeutics · 2024
• Pramlintide acetate.American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists · 2005
• Pramlintide in the treatment of type 1 and type 2 diabetes mellitus.Clinical therapeutics · 2005

via PubMed

Wikidata facts

Mass

3947.924029

via Wikidata · CC0