5-Bromotryptophan; (±)-form

AlkaPlorer ID: AK078499

Synonym: None

IUPAC Name: 2-amino-3-(5-bromo-1H-indol-3-yl)propanoic acid

Structure

SMILES: NC(CC1=CNC2=C1C=C(Br)C=C2)C(=O)O

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InChI: InChI=1S/C11H11BrN2O2/c12-7-1-2-10-8(4-7)6(5-14-10)3-9(13)11(15)16/h1-2,4-5,9,14H,3,13H2,(H,15,16)

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InChIKey: KZDNJQUJBMDHJW-UHFFFAOYSA-N

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Reference

PubChem CID: 44631736

NPASS: NPC480324

COCONUT: CNP0018059

Properties Information

Molecule Weight: 283.125

TPSA: 79.11

MolLogP: 1.8848000000000005

Number of H-Donors: 3

Number of H-Acceptors: 2

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Amphibalanus improvisus Amphibalanus improvisus Activity nan None 10.1021/np0302403
Aspergillus fumigatus Brevianamide F prenyltransferase Activity 0.4 % 10.1021/np800501m
Aspergillus fumigatus Brevianamide F prenyltransferase Activity 1.9 % 10.1021/np800501m
None Unchecked Activity 0.4 % 10.1021/np800501m
None Unchecked Activity 1.2 % 10.1021/np800501m

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT005224 CC(C)=CCOP(=O)(O)OP(=O)(O)O.NC(Cc1c[nH]c2ccc(Br)cc12)C(=O)O>>CC(C)=CCc1c(Br)ccc2[nH]cc(CC(N)C(=O)O)c12 enzymemap_40439
AKRT005225 CC(C)=CCOP(=O)(O)OP(=O)(O)O.NC(Cc1c[nH]c2ccc(Br)cc12)C(=O)O>>CC(C)=CCc1cc(Br)cc2c(CC(N)C(=O)O)c[nH]c12 enzymemap_41282