Thaxtomin C

Details

• Internal ID: 148481bf-86de-4fd0-8569-0fd0e8cbbdff
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (3S,6S)-3-benzyl-1-methyl-6-[(4-nitro-1H-indol-3-yl)methyl]piperazine-2,5-dione
• InChI: InChI=1S/C21H20N4O4/c1-24-18(11-14-12-22-15-8-5-9-17(19(14)15)25(28)29)20(26)23-16(21(24)27)10-13-6-3-2-4-7-13/h2-9,12,16,18,22H,10-11H2,1H3,(H,23,26)/t16-,18-/m0/s1
• InChI Key: IAIWBAHUWORDTI-WMZOPIPTSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀N₄O₄
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.14845513 g/mol
• Topological Polar Surface Area (TPSA): 111.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 140111-05-3
• (3S,6S)-3-benzyl-1-methyl-6-[(4-nitro-1H-indol-3-yl)methyl]piperazine-2,5-dione
• CHEMBL2270641
• J-007355

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8385	83.85%
Caco-2	+	0.5199	51.99%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Nucleus	0.4300	43.00%
OATP2B1 inhibitior	-	0.7119	71.19%
OATP1B1 inhibitior	+	0.8618	86.18%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7359	73.59%
BSEP inhibitior	+	0.9646	96.46%
P-glycoprotein inhibitior	-	0.5162	51.62%
P-glycoprotein substrate	+	0.5759	57.59%
CYP3A4 substrate	+	0.6523	65.23%
CYP2C9 substrate	-	0.5962	59.62%
CYP2D6 substrate	-	0.8543	85.43%
CYP3A4 inhibition	+	0.5204	52.04%
CYP2C9 inhibition	-	0.7630	76.30%
CYP2C19 inhibition	-	0.7113	71.13%
CYP2D6 inhibition	-	0.8224	82.24%
CYP1A2 inhibition	-	0.8008	80.08%
CYP2C8 inhibition	-	0.6457	64.57%
CYP inhibitory promiscuity	-	0.5909	59.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6800	68.00%
Carcinogenicity (trinary)	Non-required	0.4804	48.04%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9915	99.15%
Skin irritation	-	0.7731	77.31%
Skin corrosion	-	0.9373	93.73%
Ames mutagenesis	+	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6766	67.66%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	+	0.5764	57.64%
skin sensitisation	-	0.8690	86.90%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5894	58.94%
Acute Oral Toxicity (c)	III	0.5839	58.39%
Estrogen receptor binding	+	0.5932	59.32%
Androgen receptor binding	+	0.5247	52.47%
Thyroid receptor binding	-	0.5085	50.85%
Glucocorticoid receptor binding	+	0.7263	72.63%
Aromatase binding	-	0.5640	56.40%
PPAR gamma	+	0.5232	52.32%
Honey bee toxicity	-	0.8500	85.00%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8569	85.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.51%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.36%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.06%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.04%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.96%	97.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.98%	90.08%
CHEMBL5805	Q9NR97	Toll-like receptor 8	87.89%	96.25%
CHEMBL255	P29275	Adenosine A2b receptor	86.00%	98.59%
CHEMBL221	P23219	Cyclooxygenase-1	85.38%	90.17%
CHEMBL3902	P09211	Glutathione S-transferase Pi	83.74%	93.81%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.31%	94.62%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	83.25%	87.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.16%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11101250
• LOTUS: LTS0030973
• wikiData: Q77500853