Phe-Leu

AlkaPlorer ID: AK005323

Synonym: 'L-Phe-L-Leu', 'FL', 'phenylalanyl-leucine', 'phenylalanylleucine'

IUPAC Name: (2S)-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-4-methylpentanoic acid

Structure

SMILES: CC(C)C[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(=O)O

copy

InChI: InChI=1S/C15H22N2O3/c1-10(2)8-13(15(19)20)17-14(18)12(16)9-11-6-4-3-5-7-11/h3-7,10,12-13H,8-9,16H2,1-2H3,(H,17,18)(H,19,20)/t12-,13-/m0/s1

copy

InChIKey: RFCVXVPWSPOMFJ-STQMWFEESA-N

copy

Source

Properties Information

Molecule Weight: 278.352

TPSA: 92.42

MolLogP: 1.1718999999999995

Number of H-Donors: 3

Number of H-Acceptors: 3

RingCount: 1

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Aminopeptidase N IC50 1000000.0 nM 10.1016/S0960-894X(01)80519-9
Mus musculus Aminopeptidase B IC50 1000000.0 nM 10.1016/S0960-894X(01)80519-9
Mus musculus Angiotensin-converting enzyme IC50 700000.0 nM 10.1021/jm00355a013
Mus musculus Neprilysin IC50 20000.0 nM 10.1021/jm00355a013
None No relevant target LogP 1.17 None 10.1021/jm00393a031
None Unchecked Log 1/T 2.87 None 10.1021/jm00014a022
None Unchecked Log 1/T 2.87 None 10.1021/jm00393a031

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT005651 CC(C)C[C@H](N)C(=O)N[C@@H](CC(C)C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)O>>CC(C)C[C@H](NC(=O)[C@@H](N)Cc1ccccc1)C(=O)O enzymemap_69204
AKRT005667 CC(C)C[C@H](N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)O>>CC(C)C[C@H](NC(=O)[C@@H](N)Cc1ccccc1)C(=O)O enzymemap_68529
AKRT005788 CC(C)C[C@H](N)C(=O)O.N[C@@H](Cc1ccccc1)C(=O)O>>CC(C)C[C@H](NC(=O)[C@@H](N)Cc1ccccc1)C(=O)O enzymemap_90806
AKRT005933 CC(C)C[C@H](NC(=O)[C@@H](N)Cc1ccccc1)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)O>>CC(C)C[C@H](NC(=O)[C@@H](N)Cc1ccccc1)C(=O)O enzymemap_74019
AKRT005935 CC(C)C[C@H](NC(=O)[C@@H](N)Cc1ccccc1)C(=O)O>>CC(C)C[C@H](N)C(=O)O enzymemap_64690
AKRT005936 CC(C)C[C@H](NC(=O)[C@@H](N)Cc1ccccc1)C(=O)O>>N[C@@H](Cc1ccccc1)C(=O)O enzymemap_64690
AKRT006039 CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CN)C(=O)O>>CC(C)C[C@H](NC(=O)[C@@H](N)Cc1ccccc1)C(=O)O enzymemap_75143
AKRT006042 CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CN)C(=O)O>>CC(C)C[C@H](NC(=O)[C@@H](N)Cc1ccccc1)C(=O)O enzymemap_75787
AKRT006053 CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)O>>CC(C)C[C@H](NC(=O)[C@@H](N)Cc1ccccc1)C(=O)O 71487
AKRT006065 CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@@H](C)NC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)O>>CC(C)C[C@H](NC(=O)[C@@H](N)Cc1ccccc1)C(=O)O enzymemap_67226
AKRT006066 CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)c1ccccc1)C(=O)O>>CC(C)C[C@H](NC(=O)[C@@H](N)Cc1ccccc1)C(=O)O enzymemap_67238
AKRT006078 CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](N)CC(C)C)C(=O)O>>CC(C)C[C@H](N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)O.CC(C)C[C@H](NC(=O)[C@@H](N)Cc1ccccc1)C(=O)O None