Molecule

Sceptrin

AlkaPlorer ID: AK020731

Synonym: None

IUPAC Name: N-[[(1R,2S,3S,4R)-2,3-bis(2-amino-1H-imidazol-5-yl)-4-[[(4-bromo-1H-pyrrole-2-carbonyl)amino]methyl]cyclobutyl]methyl]-4-bromo-1H-pyrrole-2-carboxamide

Structure

SMILES: N=C1NC=C([C@H]2[C@H](CNC(=O)C3=CC(Br)=CN3)[C@@H](CNC(=O)C3=CC(Br)=CN3)[C@@H]2C2=CNC(=N)N2)N1

InChI: InChI=1S/C22H24Br2N10O2/c23-9-1-13(27-3-9)19(35)29-5-11-12(6-30-20(36)14-2-10(24)4-28-14)18(16-8-32-22(26)34-16)17(11)15-7-31-21(25)33-15/h1-4,7-8,11-12,17-18,27-28H,5-6H2,(H,29,35)(H,30,36)(H3,25,31,33)(H3,26,32,34)/t11-,12-,17-,18-/m1/s1

InChIKey: YPZNLFZLPZWWAD-GWIYSAMLSA-N

Reference

Agelastatin E, Agelastatin F, and Benzosceptrin C from the Marine Sponge <i>Agelas dendromorpha</i>

PubChem CID: 157394

CAS: 79638-16-7

LOTUS: LTS0275759

NPASS: NPC48117

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Magnolia praecocissima	Magnolia	Magnoliaceae	Magnoliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Didymella lethalis	Didymella	Didymellaceae	Pleosporales	Dothideomycetes	Ascomycota	Fungi	Eukaryota
Sulfurospirillum multivorans	Sulfurospirillum	Sulfurospirillaceae	Campylobacterales	Epsilonproteobacteria	Campylobacterota	None	Bacteria
Streptomyces thioluteus	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria
Agelas nakamurai	Agelas	Agelasidae	Agelasida	Demospongiae	Porifera	Metazoa	Eukaryota
Rhaphiolepis indica	Rhaphiolepis	Rosaceae	Rosales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Bryopsis pennata	Bryopsis	Bryopsidaceae	Bryopsidales	Ulvophyceae	Chlorophyta	Viridiplantae	Eukaryota
Veratrum californicum	Veratrum	Melanthiaceae	Liliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Streptosporangium sibiricum	Streptosporangium	Streptosporangiaceae	Streptosporangiales	Actinomycetes	Actinomycetota	None	Bacteria

Properties Information

Molecule Weight: 620.3100000000001

TPSA？: 200.64

MolLogP？: 2.11254

Number of H-Donors: 10

Number of H-Acceptors: 4

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Cryptococcus neoformans	Cryptococcus neoformans	IC50	3.5	ug.mL-1	10.1021/np060006n
Homo sapiens	Endothelin receptor ET-A	Activity	80.0	%	10.1021/np900287e
Homo sapiens	Endothelin receptor ET-A	Activity	100.0	%	10.1021/np900287e
Homo sapiens	KB	Activity	nan	None	10.1021/np900539j
Homo sapiens	Neuropeptide Y receptor type 1	Activity	12.0	%	10.1021/np900287e
Homo sapiens	Neuropeptide Y receptor type 1	Activity	95.0	%	10.1021/np900287e
Homo sapiens	VIP peptides	IC50	19800.0	nM	10.1016/j.bmcl.2022.129102
Human immunodeficiency virus 1	Human immunodeficiency virus 1	Activity	nan	None	10.1021/np060006n
Leishmania donovani	Leishmania donovani	Activity	nan	None	10.1021/np060006n
Leishmania donovani	Leishmania donovani	EC50	83000.0	nM	10.1021/acs.jnatprod.8b00159
Mycobacterium tuberculosis	Mycobacterium tuberculosis	Activity	nan	None	10.1021/np060006n
Trypanosoma brucei rhodesiense	Trypanosoma brucei rhodesiense	EC50	15700.0	nM	10.1021/acs.jnatprod.8b00159
Trypanosoma cruzi	Trypanosoma cruzi	EC50	96000.0	nM	10.1021/acs.jnatprod.8b00159
None	ADMET	Dry weight	2.5	%	10.1016/S0960-894X(97)00415-0
None	ADMET	Dry weight	8.8	%	10.1016/S0960-894X(97)00415-0
None	ADMET	Dry weight	15.1	%	10.1016/S0960-894X(97)00415-0
None	ADMET	Dry weight	15.5	%	10.1016/S0960-894X(97)00415-0
None	ADMET	Ratio CC50/IC50	10.0	None	10.1021/acs.jnatprod.8b00159
None	Unchecked	IC50	270.0	nM	10.1016/j.bmcl.2022.129102
None	Unchecked	pD2	4.24	None	10.1016/S0960-894X(97)00415-0