(S)-6-Amino-2-(2-amino-acetylamino)-hexanoic acid

ID: ALA420061

Chembl Id: CHEMBL420061

Cas Number: 997-62-6

PubChem CID: 3080576

Max Phase: Preclinical

Molecular Formula: C8H17N3O3

Molecular Weight: 203.24

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Gly-Lys | Glycyllysine|Glycyl-L-lysine|Gly-lys|997-62-6|L-Lysine, glycyl-|Glycyl-Lysine|SC93X84LZ9|L-Lysine, N2-glycyl-|UNII-SC93X84LZ9|CHEMBL420061|CHEBI:73909|Glycinyl-L-lysine|Gly-L-Lys|(2S)-6-amino-2-[(2-aminoacetyl)amino]hexanoic acid|SCHEMBL1455499|DTXSID50244215|GK|BDBM50188513|AKOS030607624|HY-113736|CS-0063063|(S)-6-Amino-2-(2-amino-acetylamino)-hexanoic acid|Q27144235

Canonical SMILES:  NCCCC[C@H](NC(=O)CN)C(=O)O

Standard InChI:  InChI=1S/C8H17N3O3/c9-4-2-1-3-6(8(13)14)11-7(12)5-10/h6H,1-5,9-10H2,(H,11,12)(H,13,14)/t6-/m0/s1

Standard InChI Key:  IKAIKUBBJHFNBZ-LURJTMIESA-N

Alternative Forms

1. Parent:

   

   ALA420061

   Glycyllysine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 203.24

Molecular Weight (Monoisotopic): 203.1270

AlogP: -1.36

#Rotatable Bonds: 7

Polar Surface Area: 118.44

Molecular Species: ZWITTERION

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.80

CX Basic pKa: 10.21

CX LogP: -4.16

CX LogD: -4.89

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.38

Np Likeness Score: 0.44

References

1. Collantes ER, Dunn WJ..  (1995)  Amino acid side chain descriptors for quantitative structure-activity relationship studies of peptide analogues.,  38  (14): [PMID:7629809] [10.1021/jm00014a022]

2. Ishchenko AV, Shakhnovich EI..  (2002)  SMall Molecule Growth 2001 (SMoG2001): an improved knowledge-based scoring function for protein-ligand interactions.,  45  (13): [PMID:12061879] [10.1021/jm0105833]

3. Vig BS, Stouch TR, Timoszyk JK, Quan Y, Wall DA, Smith RL, Faria TN..  (2006)  Human PEPT1 pharmacophore distinguishes between dipeptide transport and binding.,  49  (12): [PMID:16759105] [10.1021/jm0511029]

4. Wang Z, Zhang S, Jin H, Wang W, Huo J, Zhou L, Wang Y, Feng F, Zhang L..  (2011)  Angiotensin-I-converting enzyme inhibitory peptides: Chemical feature based pharmacophore generation.,  46  (8): [PMID:21621881] [10.1016/j.ejmech.2011.05.007]

5. Terada T, Sawada K, Irie M, Saito H, Hashimoto Y, Inui K..  (2000)  Structural requirements for determining the substrate affinity of peptide transporters PEPT1 and PEPT2.,  440  (1): [PMID:11007306] [10.1007/s004240000339]

Source

Source(2):

• Scientific Literature
• TP-search Transporter Database