Molecule

Diprotin A

AlkaPlorer ID: AK057039

Synonym: None

IUPAC Name: (2S,3S)-2-[[(2S)-1-[(2S,3S)-2-amino-3-methylpentanoyl]pyrrolidine-2-carbonyl]amino]-3-methylpentanoic acid

Structure

SMILES: CC[C@H](C)[C@H](N)C(=O)N1CCC[C@H]1C(O)=N[C@H](C(=O)O)[C@@H](C)CC

InChI: InChI=1S/C17H31N3O4/c1-5-10(3)13(18)16(22)20-9-7-8-12(20)15(21)19-14(17(23)24)11(4)6-2/h10-14H,5-9,18H2,1-4H3,(H,19,21)(H,23,24)/t10-,11-,12-,13-,14-/m0/s1

InChIKey: JNTMAZFVYNDPLB-PEDHHIEDSA-N

Reference

Diprotins A and B, inhibitors of dipeptidyl aminopeptidase IV, produced by bacteria.

PubChem CID: 11902899

CAS: 90614-48-5

LOTUS: LTS0001926

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NPAtlas: NPA020918

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
None	Cereus	Sagartiidae	Actiniaria	Anthozoa	Cnidaria	Metazoa	Eukaryota
None	Cereus	Sagartiidae	Actiniaria	Anthozoa	Cnidaria	Metazoa	Eukaryota

Properties Information

Molecule Weight: 341.45200000000006

TPSA？: 116.22

MolLogP？: 1.8066000000000004

Number of H-Donors: 3

Number of H-Acceptors: 4

RingCount: 1

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bos taurus	Bos taurus	Inhibition	80.0	%	10.1021/jm0606490
Homo sapiens	Dipeptidyl peptidase IV	IC50	2530.0	nM	10.1016/j.bmc.2014.06.051
Homo sapiens	Dipeptidyl peptidase IV	IC50	3000.0	nM	10.1021/ml100200c
Homo sapiens	Dipeptidyl peptidase IV	IC50	4210.0	nM	10.1016/j.ejmech.2018.03.041
Homo sapiens	Dipeptidyl peptidase IV	Inhibition	14.0	%	10.1016/j.bmcl.2011.03.026
Homo sapiens	Dipeptidyl peptidase IV	Inhibition	70.0	%	10.1021/jm0606490
Homo sapiens	Dipeptidyl peptidase IV	Inhibition	96.8	%	10.1007/s00044-011-9666-5
Homo sapiens	Dipeptidyl peptidase IV	Inhibition	97.1	%	10.1007/s00044-011-9666-5
Homo sapiens	Dipeptidyl peptidase IV	Ki	2200.0	nM	10.1007/s00044-011-9666-5
Homo sapiens	Dipeptidyl peptidase IV	T1/2	6.383	hr	10.1007/s00044-011-9666-5
Homo sapiens	Dipeptidyl peptidase IV	T1/2	8.833	hr	10.1007/s00044-011-9666-5
Homo sapiens	Dipeptidyl peptidase VIII	Inhibition	10.0	%	10.1016/j.bmcl.2011.03.026
Homo sapiens	Dipeptidyl peptidase VIII	Ki	39000.0	nM	10.1021/ml100200c
Homo sapiens	Geminin	Potency	14581.0	nM	None
Homo sapiens	Homo sapiens	Inhibition	80.0	%	10.1021/jm0606490
Homo sapiens	Lysine-specific demethylase 4A	Potency	79432.8	nM	None
Homo sapiens	Solute carrier organic anion transporter family member 1B1	Inhibition	108.32	%	10.1124/mol.112.084152
Homo sapiens	Solute carrier organic anion transporter family member 1B3	Inhibition	116.78	%	10.1124/mol.112.084152
Rattus norvegicus	Tripeptidyl aminopeptidase	Ki	1000.0	nM	10.1021/jm990226g
Severe acute respiratory syndrome coronavirus 2	Replicase polyprotein 1ab	Inhibition	-1.73	%	10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	0.26	%	10.6019/CHEMBL4495565
Sus scrofa	Dipeptidyl peptidase IV	IC50	14400.0	nM	10.1016/j.bmcl.2007.11.107

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT009917	CC[C@H](C)[C@H](N)C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)O)[C@@H](C)CC>>CC[C@H](C)[C@H](N)C(=O)N1CCC[C@H]1C(=O)O	enzymemap_66763
AKRT009918	CC[C@H](C)[C@H](N)C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)O)[C@@H](C)CC>>CC[C@H](C)[C@H](N)C(=O)O	enzymemap_66763