5-[(2S)-2-carboxy-2-(trimethylazaniumyl)ethyl]-1H-imidazole-2-thiolate

Details

• Internal ID: c9225ff7-45aa-4f09-9764-e6369458bfcd
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Histidine and derivatives
• IUPAC Name: 5-[(2S)-2-carboxy-2-(trimethylazaniumyl)ethyl]-1H-imidazole-2-thiolate
• SMILES (Canonical): C[N+](C)(C)C(CC1=CN=C(N1)[S-])C(=O)O
• SMILES (Isomeric): C[N+](C)(C)[C@@H](CC1=CN=C(N1)[S-])C(=O)O
• InChI: InChI=1S/C9H15N3O2S/c1-12(2,3)7(8(13)14)4-6-5-10-9(15)11-6/h5,7H,4H2,1-3H3,(H2-,10,11,13,14,15)/t7-/m0/s1
• InChI Key: SSISHJJTAXXQAX-ZETCQYMHSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₅N₃O₂S
• Molecular Weight: 229.30 g/mol
• Exact Mass: 229.08849790 g/mol
• Topological Polar Surface Area (TPSA): 67.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.02
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5159	51.59%
Caco-2	-	0.5836	58.36%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.6432	64.32%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8852	88.52%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8989	89.89%
P-glycoprotein inhibitior	-	0.9839	98.39%
P-glycoprotein substrate	-	0.8344	83.44%
CYP3A4 substrate	-	0.6656	66.56%
CYP2C9 substrate	-	0.6084	60.84%
CYP2D6 substrate	-	0.8531	85.31%
CYP3A4 inhibition	-	0.9736	97.36%
CYP2C9 inhibition	-	0.9074	90.74%
CYP2C19 inhibition	-	0.8953	89.53%
CYP2D6 inhibition	-	0.9312	93.12%
CYP1A2 inhibition	-	0.8928	89.28%
CYP2C8 inhibition	-	0.8902	89.02%
CYP inhibitory promiscuity	-	0.9552	95.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5411	54.11%
Eye corrosion	-	0.9779	97.79%
Eye irritation	+	0.6184	61.84%
Skin irritation	-	0.7342	73.42%
Skin corrosion	-	0.9000	90.00%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7770	77.70%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5340	53.40%
skin sensitisation	-	0.8412	84.12%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8425	84.25%
Acute Oral Toxicity (c)	III	0.5641	56.41%
Estrogen receptor binding	-	0.8869	88.69%
Androgen receptor binding	-	0.7982	79.82%
Thyroid receptor binding	-	0.6950	69.50%
Glucocorticoid receptor binding	-	0.8148	81.48%
Aromatase binding	-	0.6670	66.70%
PPAR gamma	-	0.7105	71.05%
Honey bee toxicity	-	0.9784	97.84%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.4917	49.17%

Targets

Proven Targets:

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	96.13%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.45%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.48%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	87.53%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.32%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.62%	98.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.85%	81.11%
CHEMBL4040	P28482	MAP kinase ERK2	81.79%	83.82%
CHEMBL2535	P11166	Glucose transporter	80.67%	98.75%

Plants that contains it

• Rhodiola rosea

Cross-Links

• PubChem: 57509571
• NPASS: NPC218262