MI-1148   Click here for help

GtoPdb Ligand ID: 8601

Synonyms: 4-guanidinomethyl-phenylacteyl-Arg-Tle-Arg-4-amidinobenzylamide | para-guanidinomethyl-Phac-R-Tle-R-Amba
Compound class: Synthetic organic
Comment: MI-1148 is reported as an inhibitor of furin [1], with potential as an anti-infective agent active against avian influenza and canine distemper viruses. MI-1148 is structurally related to phenylacetyl-Arg-Val-Arg-4-amidinobenzylamide.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 19
Hydrogen bond donors 12
Rotatable bonds 26
Topological polar surface area 359.47
Molecular weight 763.47
XLogP -0.32
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES CC(C(C(=O)NC(C(=O)NCc1ccc(cc1)C(=N)N)CCCN=C(N)N)NC(=O)C(NC(=O)Cc1ccc(cc1)CN=C(N)N)CCCN=C(N)N)(C)C
Isomeric SMILES CC([C@@H](C(=O)N[C@H](C(=O)NCc1ccc(cc1)C(=N)N)CCCN=C(N)N)NC(=O)[C@@H](NC(=O)Cc1ccc(cc1)CN=C(N)N)CCCN=C(N)N)(C)C
InChI InChI=1S/C36H57N15O4/c1-36(2,3)28(32(55)50-25(6-4-16-45-33(39)40)30(53)47-19-23-12-14-24(15-13-23)29(37)38)51-31(54)26(7-5-17-46-34(41)42)49-27(52)18-21-8-10-22(11-9-21)20-48-35(43)44/h8-15,25-26,28H,4-7,16-20H2,1-3H3,(H3,37,38)(H,47,53)(H,49,52)(H,50,55)(H,51,54)(H4,39,40,45)(H4,41,42,46)(H4,43,44,48)/t25-,26-,28+/m0/s1
InChI Key HXVPWVPTVOOCMV-UNCTUWKVSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2S)-N-[(2S)-1-[(4-carbamimidoylphenyl)methylamino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]-2-[[(2S)-5-(diaminomethylideneamino)-2-[[2-[4-[(diaminomethylideneamino)methyl]phenyl]acetyl]amino]pentanoyl]amino]-3,3-dimethylbutanamide
Synonyms Click here for help
4-guanidinomethyl-phenylacteyl-Arg-Tle-Arg-4-amidinobenzylamide | para-guanidinomethyl-Phac-R-Tle-R-Amba
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9683559
Reactome Reaction Reactome logo R-HSA-9683546
Other databases
GtoPdb PubChem SID 252166802
PubChem CID 91758390
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SynPHARM 82448 (in complex with furin, paired basic amino acid cleaving enzyme)