PlantaeDB Logo
Login Sign-up

Leuhistin

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 598c6ab5-beee-49ae-ace2-4cb2685314d2
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Amino acids and derivatives > Beta amino acids and derivatives
IUPAC Name (2R,3S)-3-amino-2-hydroxy-2-(1H-imidazol-5-ylmethyl)-5-methylhexanoic acid
SMILES (Canonical) CC(C)CC(C(CC1=CN=CN1)(C(=O)O)O)N
SMILES (Isomeric) CC(C)C[C@@H]([C@](CC1=CN=CN1)(C(=O)O)O)N
InChI InChI=1S/C11H19N3O3/c1-7(2)3-9(12)11(17,10(15)16)4-8-5-13-6-14-8/h5-7,9,17H,3-4,12H2,1-2H3,(H,13,14)(H,15,16)/t9-,11+/m0/s1
InChI Key WZFDNGAENBEYMA-GXSJLCMTSA-N
Popularity 28 references in papers

Physical and Chemical Properties

Top
Molecular Formula C11H19N3O3
Molecular Weight 241.29 g/mol
Exact Mass 241.14264148 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP -2.30
Atomic LogP (AlogP) 0.14
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

Top
129085-76-3
Leuhistine
(2R,3S)-2-((1H-imidazol-4-yl)methyl)-3-amino-2-hydroxy-5-methylhexanoic acid
SCHEMBL12609365
DTXSID20926293
3-amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methylhexanoic acid
(2R,3S)-3-amino-2-hydroxy-2-(1H-imidazol-5-ylmethyl)-5-methylhexanoic acid
AKOS040747055
1H-Imidazole-4-propanoic acid, alpha-(1-amino-3-methylbutyl)-alpha-hydroxy-, (R-(R*,S*))-
3-Amino-2-hydroxy-2-[(1H-imidazol-5-yl)methyl]-5-methylhexanoic acid
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of Leuhistin

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9258 92.58%
Caco-2 - 0.6097 60.97%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Lysosomes 0.4766 47.66%
OATP2B1 inhibitior - 0.8516 85.16%
OATP1B1 inhibitior + 0.8746 87.46%
OATP1B3 inhibitior + 0.9414 94.14%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.9370 93.70%
P-glycoprotein inhibitior - 0.9818 98.18%
P-glycoprotein substrate - 0.7646 76.46%
CYP3A4 substrate - 0.6331 63.31%
CYP2C9 substrate - 0.6099 60.99%
CYP2D6 substrate - 0.8285 82.85%
CYP3A4 inhibition - 0.9583 95.83%
CYP2C9 inhibition - 0.9006 90.06%
CYP2C19 inhibition - 0.8558 85.58%
CYP2D6 inhibition - 0.8989 89.89%
CYP1A2 inhibition - 0.8674 86.74%
CYP2C8 inhibition - 0.8609 86.09%
CYP inhibitory promiscuity - 0.9233 92.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8100 81.00%
Carcinogenicity (trinary) Non-required 0.5960 59.60%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9711 97.11%
Skin irritation - 0.7745 77.45%
Skin corrosion - 0.8970 89.70%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4902 49.02%
Micronuclear + 0.6800 68.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8312 83.12%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8535 85.35%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.9207 92.07%
Acute Oral Toxicity (c) III 0.5932 59.32%
Estrogen receptor binding - 0.6278 62.78%
Androgen receptor binding - 0.6850 68.50%
Thyroid receptor binding + 0.5521 55.21%
Glucocorticoid receptor binding + 0.5377 53.77%
Aromatase binding - 0.5513 55.13%
PPAR gamma - 0.6541 65.41%
Honey bee toxicity - 0.9594 95.94%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity - 0.8334 83.34%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.91% 96.09%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 91.50% 92.29%
CHEMBL2581 P07339 Cathepsin D 91.43% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 90.51% 83.82%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.81% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.03% 94.45%
CHEMBL1907 P15144 Aminopeptidase N 83.50% 93.31%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.20% 93.03%
CHEMBL221 P23219 Cyclooxygenase-1 82.74% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.86% 99.17%
CHEMBL4208 P20618 Proteasome component C5 81.33% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.49% 95.56%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

Top
PubChem 131057
LOTUS LTS0045797
wikiData Q82900792