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189691-06-3

189691-06-3 | L-Lysine, N-acetyl-L-norleucyl-L-α-aspartyl-L-histidyl-D-phenylalanyl-L-arginyl-L-tryptophyl-, (2→7)-lactam

CAS No: 189691-06-3 Catalog No: AG002DWJ MDL No:

Product Description

Catalog Number:
AG002DWJ
Chemical Name:
L-Lysine, N-acetyl-L-norleucyl-L-α-aspartyl-L-histidyl-D-phenylalanyl-L-arginyl-L-tryptophyl-, (2→7)-lactam
CAS Number:
189691-06-3
IUPAC Name:
(3S,6S,9R,12S,15S,23S)-15-[[(2S)-2-acetamidohexanoyl]amino]-9-benzyl-6-[3-(diaminomethylideneamino)propyl]-12-(1H-imidazol-5-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexazacyclotricosane-23-carboxylic acid
InChI:
InChI=1S/C50H68N14O10/c1-3-4-16-35(58-29(2)65)43(67)64-41-25-42(66)54-20-11-10-18-37(49(73)74)60-46(70)39(23-31-26-56-34-17-9-8-15-33(31)34)62-44(68)36(19-12-21-55-50(51)52)59-45(69)38(22-30-13-6-5-7-14-30)61-47(71)40(63-48(41)72)24-32-27-53-28-57-32/h5-9,13-15,17,26-28,35-41,56H,3-4,10-12,16,18-25H2,1-2H3,(H,53,57)(H,54,66)(H,58,65)(H,59,69)(H,60,70)(H,61,71)(H,62,68)(H,63,72)(H,64,67)(H,73,74)(H4,51,52,55)/t35-,36-,37-,38+,39-,40-,41-/m0/s1
InChI Key:
FFHBJDQSGDNCIV-MFVUMRCOSA-N
UNII:
6Y24O4F92S

Properties

Complexity:
1950  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
7  
Defined Bond Stereocenter Count:
0
Exact Mass:
1024.524g/mol
Formal Charge:
0
Heavy Atom Count:
74  
Hydrogen Bond Acceptor Count:
12  
Hydrogen Bond Donor Count:
13  
Isotope Atom Count:
0
Molecular Weight:
1025.182g/mol
Monoisotopic Mass:
1024.524g/mol
Rotatable Bond Count:
17  
Topological Polar Surface Area:
379A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.7  

Literature

Title Journal
Identification and in vivo and in vitro characterization of long acting and melanocortin 4 receptor (MC4-R) selective α-melanocyte-stimulating hormone (α-MSH) analogues. Journal of medicinal chemistry 20120308
Central nervous system agents and erectile dysfunction. The Urologic clinics of North America 20110501
RETRACTED: Evaluation of the safety and efficacy of bremelanotide, a melanocortin receptor agonist, in female subjects with arousal disorder: a double-blind placebo-controlled, fixed dose, randomized study. The journal of sexual medicine 20080401
Salvage of sildenafil failures with bremelanotide: a randomized, double-blind, placebo controlled study. The Journal of urology 20080301
Bremelanotide: an overview of preclinical CNS effects on female sexual function. The journal of sexual medicine 20071101
Clinical application of CNS-acting agents in FSD. The journal of sexual medicine 20071101
Centrally acting mechanisms for the treatment of male sexual dysfunction. The Urologic clinics of North America 20071101
Melanocortins in the treatment of male and female sexual dysfunction. Current topics in medicinal chemistry 20070101
Pharmaceutical aphrodisia. Current topics in medicinal chemistry 20070101
An effect on the subjective sexual response in premenopausal women with sexual arousal disorder by bremelanotide (PT-141), a melanocortin receptor agonist. The journal of sexual medicine 20060701
Co-administration of low doses of intranasal PT-141, a melanocortin receptor agonist, and sildenafil to men with erectile dysfunction results in an enhanced erectile response. Urology 20050401
Evaluation of the safety, pharmacokinetics and pharmacodynamic effects of subcutaneously administered PT-141, a melanocortin receptor agonist, in healthy male subjects and in patients with an inadequate response to Viagra. International journal of impotence research 20040401
PT-141 Palatin. Current opinion in investigational drugs (London, England : 2000) 20040401
Double-blind, placebo-controlled evaluation of the safety, pharmacokinetic properties and pharmacodynamic effects of intranasal PT-141, a melanocortin receptor agonist, in healthy males and patients with mild-to-moderate erectile dysfunction. International journal of impotence research 20040201
Control of penile erection by the melanocortinergic system: experimental evidences and therapeutic perspectives. Journal of andrology 20040101
PT-141: a melanocortin agonist for the treatment of sexual dysfunction. Annals of the New York Academy of Sciences 20030601

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