inhibitor 1 [Colombo et al., 2012]   Click here for help

GtoPdb Ligand ID: 8624

Compound class: Synthetic organic
Comment: Inhibitor 1 is a peptidomimetic inhibitor of matriptase enzymes, based on the P4−P1 (Arg-Gln-Ala-Arg) portion of the activation peptide of matriptase [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 17
Hydrogen bond donors 9
Rotatable bonds 22
Topological polar surface area 343.41
Molecular weight 646.31
XLogP -2.82
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES NC(=O)CCC(C(=O)NC(C(=O)NC(C(=O)c1nc2c(s1)cccc2)CCCN=C(N)N)C)NC(=O)C(CCCN=C(N)N)N
Isomeric SMILES NC(=O)CC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)c1nc2c(s1)cccc2)CCCN=C(N)N)C)NC(=O)[C@H](CCCN=C(N)N)N
InChI InChI=1S/C27H42N12O5S/c1-14(36-24(44)18(10-11-20(29)40)38-23(43)15(28)6-4-12-34-26(30)31)22(42)37-17(8-5-13-35-27(32)33)21(41)25-39-16-7-2-3-9-19(16)45-25/h2-3,7,9,14-15,17-18H,4-6,8,10-13,28H2,1H3,(H2,29,40)(H,36,44)(H,37,42)(H,38,43)(H4,30,31,34)(H4,32,33,35)/t14-,15-,17-,18-/m0/s1
InChI Key JRNGHBUUFQDBPT-LAQRGFTBSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2S)-2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]-N-[(2S)-1-[[(2S)-1-(1,3-benzothiazol-2-yl)-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]pentanediamide
Database Links Click here for help
ChEMBL Ligand CHEMBL2086421
GtoPdb PubChem SID 252166825
PubChem CID 70689167
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