Thaxtomin D

Details

• Internal ID: e7a5d280-8d1e-433f-a1e3-3357800bb930
• 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-1,4-dimethyl-6-[(4-nitro-1H-indol-3-yl)methyl]piperazine-2,5-dione
• InChI: InChI=1S/C22H22N4O4/c1-24-18(11-14-7-4-3-5-8-14)21(27)25(2)19(22(24)28)12-15-13-23-16-9-6-10-17(20(15)16)26(29)30/h3-10,13,18-19,23H,11-12H2,1-2H3/t18-,19-/m0/s1
• InChI Key: GJJXGBLNXDIHIQ-OALUTQOASA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂N₄O₄
• Molecular Weight: 406.40 g/mol
• Exact Mass: 406.16410520 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.53
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• (3~{S},6~{S})-1,4-dimethyl-3-[(4-nitro-1~{H}-indol-3-yl)methyl]-6-(phenylmethyl)piperazine-2,5-dione
• C8H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8632	86.32%
Caco-2	+	0.6996	69.96%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4864	48.64%
OATP2B1 inhibitior	-	0.7142	71.42%
OATP1B1 inhibitior	+	0.8719	87.19%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7859	78.59%
BSEP inhibitior	+	0.9634	96.34%
P-glycoprotein inhibitior	+	0.7348	73.48%
P-glycoprotein substrate	-	0.5699	56.99%
CYP3A4 substrate	+	0.6300	63.00%
CYP2C9 substrate	-	0.5962	59.62%
CYP2D6 substrate	-	0.8543	85.43%
CYP3A4 inhibition	-	0.6457	64.57%
CYP2C9 inhibition	-	0.7073	70.73%
CYP2C19 inhibition	-	0.6978	69.78%
CYP2D6 inhibition	-	0.8661	86.61%
CYP1A2 inhibition	-	0.8405	84.05%
CYP2C8 inhibition	-	0.7358	73.58%
CYP inhibitory promiscuity	-	0.6849	68.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6800	68.00%
Carcinogenicity (trinary)	Non-required	0.5021	50.21%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9776	97.76%
Skin irritation	-	0.7744	77.44%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	+	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7547	75.47%
Micronuclear	+	0.9600	96.00%
Hepatotoxicity	+	0.5889	58.89%
skin sensitisation	-	0.8753	87.53%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6329	63.29%
Acute Oral Toxicity (c)	III	0.5751	57.51%
Estrogen receptor binding	+	0.6794	67.94%
Androgen receptor binding	+	0.5993	59.93%
Thyroid receptor binding	+	0.6140	61.40%
Glucocorticoid receptor binding	+	0.8000	80.00%
Aromatase binding	+	0.5785	57.85%
PPAR gamma	-	0.5086	50.86%
Honey bee toxicity	-	0.8681	86.81%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8926	89.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.60%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.66%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.46%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.64%	95.56%
CHEMBL5805	Q9NR97	Toll-like receptor 8	87.14%	96.25%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.23%	97.64%
CHEMBL221	P23219	Cyclooxygenase-1	85.01%	90.17%
CHEMBL255	P29275	Adenosine A2b receptor	84.09%	98.59%
CHEMBL3902	P09211	Glutathione S-transferase Pi	81.77%	93.81%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.96%	93.99%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.40%	90.08%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	80.18%	87.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101712792
• LOTUS: LTS0259700
• wikiData: Q76810067