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L-homoarginine

AlkaPlorer ID: AK001950

Synonym: '', 'N6-(Aminoiminomethyl)-L-lysine', 'N6-amidino-Lysine', 'L-N(6)-amidinolysine', 'Homoarginine', 'L-Homoarginine', 'Homo-L-arginine', 'N6-amidino-L-Lysine'

IUPAC Name: (2S)-2-amino-6-(diaminomethylideneamino)hexanoic acid

Structure

SMILES: N=C(N)NCCCC[C@H](N)C(=O)O

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InChI: InChI=1S/C7H16N4O2/c8-5(6(12)13)3-1-2-4-11-7(9)10/h5H,1-4,8H2,(H,12,13)(H4,9,10,11)/t5-/m0/s1

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InChIKey: QUOGESRFPZDMMT-YFKPBYRVSA-N

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Properties Information

Molecule Weight: 188.231

TPSA？: 125.22

MolLogP？: -0.9483299999999992

Number of H-Donors: 5

Number of H-Acceptors: 3

RingCount: 0

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bacillus subtilis Bacillus subtilis Activity nan None 10.1038/nchembio842
Bacillus subtilis Bacillus subtilis MIC 5000000.0 nM 10.1038/nchembio842
Homo sapiens Alkaline phosphatase, tissue-nonspecific isozyme IC50 5000.0 nM 10.1016/j.bmc.2009.12.012
Homo sapiens Intestinal alkaline phosphatase IC50 5000.0 nM 10.1016/j.bmc.2009.12.012
Homo sapiens Phospholipase A-2-activating protein IC50 5000.0 nM 10.1016/j.bmc.2009.12.012
None Nucleic Acid INH 27.0 Miller_unit 10.1038/nchembio842
None Nucleic Acid Kd 7000.0 nM 10.1038/nchembio842
None Unchecked Kd 7000.0 nM 10.1021/jm500868e

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT002059 CC(=O)C(=O)O.N=C(N)NCCCC[C@H](N)C(=O)O>>C[C@@H](N[C@@H](CCCCNC(=N)N)C(=O)O)C(=O)O enzymemap_22866
AKRT014896 Cc1cc(=O)oc2cc(NC(=O)[C@@H](N)CCCCNC(=N)N)ccc12>>Cc1cc(=O)oc2cc(N)ccc12.N=C(N)NCCCC[C@H](N)C(=O)O None
AKRT014897 Cc1cc(=O)oc2cc(NC(=O)[C@@H](N)CCCCNC(=N)N)ccc12>>N=C(N)NCCCC[C@H](N)C(=O)O enzymemap_64717
AKRT015914 N=C(N)NCCCC[C@@H](N)C(=O)O>>N=C(N)NCCCC[C@H](N)C(=O)O None
AKRT015915 N=C(N)NCCCC[C@H](N)C(=O)Nc1ccc2c(CC(N)=O)cc(=O)oc2c1>>N=C(N)NCCCC[C@H](N)C(=O)O enzymemap_65332
AKRT015916 N=C(N)NCCCC[C@H](N)C(=O)O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>N=C(NCCCC[C@H](N)C(=O)O)NP(=O)(O)O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O None
AKRT015917 N=C(N)NCCCC[C@H](N)C(=O)O.O=C(O)CCC(=O)C(=O)O>>N=C(N)NCCC[C@H](O)[C@H](N)C(=O)O.O=C(O)CCC(=O)O.O=C=O None
AKRT015918 N=C(N)NCCCC[C@H](N)C(=O)O>>N=C(N)NCCCCC(=O)C(=O)O enzymemap_22368
AKRT015919 N=C(N)NCCCC[C@H](N)C(=O)O>>N=C(N)NCCCCC(N)=O RXN-21801
AKRT015920 N=C(N)NCCCC[C@H](N)C(=O)O>>N=C(N)NCCC[C@H](O)[C@H](N)C(=O)O enzymemap_10900
AKRT015921 N=C(N)NCCCC[C@H](N)C(=O)O>>N=C(NCCCC[C@H](N)C(=O)O)NP(=O)(O)O enzymemap_47790
AKRT015922 N=C(N)NCCCC[C@H](N)C(=O)O>>N=C(O)NCCCCC(N)C(=O)O MNXR172442
AKRT015923 N=C(N)NCCCC[C@H](N)C(=O)O>>NC(=O)NCCCC[C@H](N)C(=O)O enzymemap_79008
AKRT015924 N=C(N)NCCCC[C@H](N)C(=O)O>>NC(N)=O enzymemap_78712
AKRT015925 N=C(N)NCCCC[C@H](N)C(=O)O>>NCCCC[C@H](N)C(=O)O enzymemap_28162
AKRT015926 N=C(N)NCCCC[C@H](N)C(=O)O>>O=C=O enzymemap_10298
AKRT015927 N=C(N)NCCCC[C@H](NC(=O)CNC(=O)c1ccccc1)C(=O)O>>N=C(N)NCCCC[C@H](N)C(=O)O enzymemap_67685
AKRT016035 N=C(N)NCCC[C@H](N)C(=O)O.NCCCC[C@H](N)C(=O)O>>N=C(N)NCCCC[C@H](N)C(=O)O 59240
AKRT017452 NC(N)=O.NCCCC[C@H](N)C(=O)O>>N=C(N)NCCCC[C@H](N)C(=O)O MNXR133602
AKRT017623 NCC(=O)O.N=C(N)NCCCC[C@H](N)C(=O)O>>N=C(N)NCC(=O)O enzymemap_28162
AKRT018078 NCCCC[C@H](N)C(=O)O.N=C(N)NCC(=O)O>>N=C(N)NCCCC[C@H](N)C(=O)O enzymemap_28162
AKRT018079 NCCCC[C@H](N)C(=O)O.N=C(N)NCCC[C@H](N)C(=O)O>>N=C(N)NCCCC[C@H](N)C(=O)O enzymemap_28165
AKRT018244 NCCC[C@H](N)C(=O)O.N=C(N)NCCCC[C@H](N)C(=O)O>>N=C(N)NCCC[C@H](N)C(=O)O enzymemap_28181
AKRT022746 O=C(O)CCC(=O)[CoA].N=C(N)NCCCC[C@H](N)C(=O)O>>N=C(N)NCCCC[C@H](NC(=O)CCC(=O)O)C(=O)O enzymemap_28445