lysergic acid 3-pentyl amide lysergic acid 3-pentyl amide lysergic acid 3-pentyl amide (3-pentyllysergamide, lsp) is an analogue of lsd originally researched by david e. nichols and colleagues at purdue university. it has similar binding affinity to lsd itself as both a 5-ht1a and 5-ht2a agonist, and produces similar behavioral and physiological responses in animals with only slightly lower potency than lsd. other isomers of this compound have also been explored, with the 1-pentylamide being around 75% the potency of lsd, while the (r)-2-pentylamide shows similar 5-ht2a binding affinity to lsd in vitro but has only around half the potency of lsd in producing drug-appropriate responding in mice, and the (s)-2-pentylamide is inactive. lysergic acid 3-pentyl amideclinical dataother nameslysergic acid 3-pentyl amidelegal statuslegal status de: npsg (industrial and scientific use only) uk: under psychoactive substances act identifiers iupac name (8β)- 6-methyl- n- (3-pentyl)- 9,10- didehydroergoline- 8-carboxamide pubchem cid10019984chemspider8195557chemblchembl424777chemical and physical dataformulac21h27n3omolar mass337.467 g·mol−13d model (jsmol)interactive image smiles 12c(c3=c4c(nc=c4c2)=cc=c3)=c(c(nc(cc)cc)=o)cn1c inchi inchi=1s/c21h27n3o/c1-4-15(5-2)23-21(25)14-9-17-16-7-6-8-18-20(16)13(11-22-18)10-19(17)24(3)12-14/h6-9,11,14-15,19,22h,4-5,10,12h2,1-3h3,(h,23,25)/t14-,19-/m1/s1key:zqonrmxcbqxyck-auuywepgsa-n (verify)