Camalexin

Details

• Internal ID: 5eaa4c47-c541-4484-8d33-868ae16f5870
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: 2-(1H-indol-3-yl)-1,3-thiazole
• SMILES (Canonical): C1=CC=C2C(=C1)C(=CN2)C3=NC=CS3
• SMILES (Isomeric): C1=CC=C2C(=C1)C(=CN2)C3=NC=CS3
• InChI: InChI=1S/C11H8N2S/c1-2-4-10-8(3-1)9(7-13-10)11-12-5-6-14-11/h1-7,13H
• InChI Key: IYODIJVWGPRBGQ-UHFFFAOYSA-N
• Popularity: 326 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₈N₂S
• Molecular Weight: 200.26 g/mol
• Exact Mass: 200.04081944 g/mol
• Topological Polar Surface Area (TPSA): 56.90 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 135531-86-1
• 3-(1,3-thiazol-2-yl)-1H-indole
• 2-(1H-indol-3-yl)-1,3-thiazole
• 3-(thiazol-2-yl)indole
• CHEBI:22990
• 1H-indole, 3-(2-thiazolyl)-
• (2z)-2-Indol-3-Ylidene-3h-1,3-Thiazole
• 3-thiazol-2'-yl-indole
• 3-(2-Thiazolyl)-1H-indole
• 3-(2-thiazolyl)indole
• 2-(3-Indolyl)thiazole
• 3-thiazol-2-yl-1H-indole
• SCHEMBL343413
• CHEMBL239716
• QY3Z69LA99
• 3-(Thiazol-2-yl)-1H-indole
• Camalexin, >=98% (HPLC)
• DTXSID901032122
• BCP33171
• NSC804228
• AKOS030257626
• NSC-804228
• AS-16652
• HY-119502
• CS-0068593
• C21721
• E75026
• Q19903715
• 7WB
• InChI=1/C11H8N2S/c1-2-4-10-8(3-1)9(7-13-10)11-12-5-6-14-11/h1-7,13

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.6878	68.78%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4694	46.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9484	94.84%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6089	60.89%
P-glycoprotein inhibitior	-	0.9701	97.01%
P-glycoprotein substrate	-	0.8898	88.98%
CYP3A4 substrate	-	0.5306	53.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8046	80.46%
CYP3A4 inhibition	-	0.6400	64.00%
CYP2C9 inhibition	-	0.6802	68.02%
CYP2C19 inhibition	+	0.8752	87.52%
CYP2D6 inhibition	-	0.5233	52.33%
CYP1A2 inhibition	+	0.9598	95.98%
CYP2C8 inhibition	-	0.5598	55.98%
CYP inhibitory promiscuity	+	0.8910	89.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6775	67.75%
Eye corrosion	-	0.9914	99.14%
Eye irritation	+	0.8653	86.53%
Skin irritation	+	0.5400	54.00%
Skin corrosion	-	0.9175	91.75%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5776	57.76%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.9097	90.97%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.7535	75.35%
Acute Oral Toxicity (c)	III	0.5959	59.59%
Estrogen receptor binding	+	0.9199	91.99%
Androgen receptor binding	-	0.5759	57.59%
Thyroid receptor binding	+	0.6306	63.06%
Glucocorticoid receptor binding	+	0.8587	85.87%
Aromatase binding	+	0.9471	94.71%
PPAR gamma	+	0.6856	68.56%
Honey bee toxicity	-	0.9175	91.75%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.8339	83.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.06%	94.62%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	93.18%	92.67%
CHEMBL3524	P56524	Histone deacetylase 4	93.14%	92.97%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	92.94%	96.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.62%	91.11%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	89.42%	85.49%
CHEMBL3310	Q96DB2	Histone deacetylase 11	88.79%	88.56%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	87.83%	80.96%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	87.56%	89.44%
CHEMBL213	P08588	Beta-1 adrenergic receptor	87.40%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.18%	94.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	86.14%	96.39%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	85.91%	93.24%
CHEMBL2535	P11166	Glucose transporter	85.59%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.16%	96.09%
CHEMBL2094121	P14867	GABA-A receptor; alpha-1/beta-3/gamma-2	84.86%	95.50%
CHEMBL1951	P21397	Monoamine oxidase A	84.71%	91.49%
CHEMBL255	P29275	Adenosine A2b receptor	84.66%	98.59%
CHEMBL3902	P09211	Glutathione S-transferase Pi	84.50%	93.81%
CHEMBL2581	P07339	Cathepsin D	84.20%	98.95%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	83.16%	81.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.38%	95.56%
CHEMBL240	Q12809	HERG	81.92%	89.76%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.77%	99.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.70%	94.08%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	81.50%	82.86%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.24%	96.67%
CHEMBL4302	P08183	P-glycoprotein 1	80.62%	92.98%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.31%	89.00%

Plants that contains it

• Arabidopsis thaliana
• Camelina sativa

Cross-Links

• PubChem: 636970
• LOTUS: LTS0266615
• wikiData: Q19903715