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NSC351976

AlkaPlorer ID: AK012491

Synonym: 'NSC351976', '41222-71-3', 'cyclo-(Trp-Pro)', 'Brevianamide F', '38136-70-8', 'L-Prolyl-L-tryptophan anhydride', '73136-47-7'

IUPAC Name: (3R,8aS)-3-(1H-indol-3-ylmethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione

Structure

SMILES: O=C1[C@@H](CC2=CNC3=CC=CC=C23)N=C(O)[C@@H]2CCCN12

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InChI: InChI=1S/C16H17N3O2/c20-15-14-6-3-7-19(14)16(21)13(18-15)8-10-9-17-12-5-2-1-4-11(10)12/h1-2,4-5,9,13-14,17H,3,6-8H2,(H,18,20)/t13-,14+/m1/s1

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InChIKey: RYFZBPVMVYTEKZ-KGLIPLIRSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Penicillium vinaceum Penicillium Aspergillaceae Eurotiales Eurotiomycetes Ascomycota Fungi Eukaryota

Properties Information

Molecule Weight: 283.331

TPSA？: 68.69

MolLogP？: 2.0401

Number of H-Donors: 2

Number of H-Acceptors: 2

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens A2780 IC50 100000.0 nM 10.1016/j.bmcl.2012.04.119
Homo sapiens K562 IC50 100000.0 nM 10.1016/j.bmcl.2012.04.119

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT005299 CC(C)=CCOP(=O)(O)OP(=O)(O)O.O=C1N[C@H](Cc2c[nH]c3ccccc23)C(=O)N2CCC[C@@H]12>>C=CC(C)(C)c1[nH]c2ccccc2c1C[C@H]1NC(=O)[C@@H]2CCCN2C1=O enzymemap_39862
AKRT005300 CC(C)=CCOP(=O)(O)OP(=O)(O)O.O=C1N[C@H](Cc2c[nH]c3ccccc23)C(=O)N2CCC[C@@H]12>>CC(C)=CCc1[nH]c2ccccc2c1C[C@H]1NC(=O)[C@@H]2CCCN2C1=O enzymemap_39822
AKRT005301 CC(C)=CCOP(=O)(O)OP(=O)(O)O.O=C1N[C@H](Cc2c[nH]c3ccccc23)C(=O)N2CCC[C@@H]12>>CC(C)=CCc1cccc2c(C[C@H]3NC(=O)[C@@H]4CCCN4C3=O)c[nH]c12 enzymemap_39873