Tasiamide B

Details

• Internal ID: 2debb166-d6d7-4d2d-819e-313fe8f10516
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: methyl (2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(3S,4S)-4-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-hydroxypropanoyl]amino]-3-methylbutanoyl]-methylamino]-5-oxopentanoyl]amino]-3-hydroxy-5-phenylpentanoyl]amino]-4-methylpentanoyl]amino]propanoyl]-methylamino]-3-phenylpropanoyl]pyrrolidine-2-carboxylate
• InChI: InChI=1S/C50H74N8O12/c1-29(2)25-36(45(64)52-31(5)47(66)57(8)39(27-34-19-14-11-15-20-34)48(67)58-24-16-21-38(58)50(69)70-9)53-42(62)28-40(60)35(26-33-17-12-10-13-18-33)54-46(65)37(22-23-41(51)61)56(7)49(68)43(30(3)4)55-44(63)32(6)59/h10-15,17-20,29-32,35-40,43,59-60H,16,21-28H2,1-9H3,(H2,51,61)(H,52,64)(H,53,62)(H,54,65)(H,55,63)/t31-,32-,35-,36-,37-,38-,39-,40-,43-/m0/s1
• InChI Key: WFMVRFNXMBGKEW-BGGOGDBVSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₄N₈O₁₂
• Molecular Weight: 979.20 g/mol
• Exact Mass: 978.54261983 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 26

Synonyms

• Tasiamid B
• CHEMBL501578
• SCHEMBL2712975
• DTXSID301185727
• BDBM50400222

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6774	67.74%
Caco-2	-	0.8663	86.63%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5832	58.32%
OATP2B1 inhibitior	-	0.7166	71.66%
OATP1B1 inhibitior	+	0.8562	85.62%
OATP1B3 inhibitior	+	0.9142	91.42%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9584	95.84%
P-glycoprotein inhibitior	+	0.7475	74.75%
P-glycoprotein substrate	+	0.8873	88.73%
CYP3A4 substrate	+	0.7449	74.49%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8214	82.14%
CYP3A4 inhibition	-	0.5144	51.44%
CYP2C9 inhibition	-	0.8083	80.83%
CYP2C19 inhibition	-	0.7370	73.70%
CYP2D6 inhibition	-	0.8922	89.22%
CYP1A2 inhibition	-	0.9112	91.12%
CYP2C8 inhibition	+	0.6296	62.96%
CYP inhibitory promiscuity	-	0.8852	88.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6525	65.25%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9019	90.19%
Skin irritation	-	0.7985	79.85%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6856	68.56%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.6450	64.50%
skin sensitisation	-	0.9021	90.21%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7475	74.75%
Acute Oral Toxicity (c)	III	0.6766	67.66%
Estrogen receptor binding	+	0.8306	83.06%
Androgen receptor binding	+	0.7179	71.79%
Thyroid receptor binding	+	0.6427	64.27%
Glucocorticoid receptor binding	+	0.7052	70.52%
Aromatase binding	+	0.5942	59.42%
PPAR gamma	+	0.8339	83.39%
Honey bee toxicity	-	0.6909	69.09%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9332	93.32%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4822	P56817	Beta-secretase 1	80 nM	IC50	via Super-PRED
CHEMBL2581	P07339	Cathepsin D	50 nM	IC50	via Super-PRED
CHEMBL3092	P14091	Cathepsin E	9 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3837	P07711	Cathepsin L	99.84%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.13%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	99.12%	90.17%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.65%	98.33%
CHEMBL204	P00734	Thrombin	97.61%	96.01%
CHEMBL4072	P07858	Cathepsin B	96.63%	93.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.18%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	94.33%	93.00%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	93.71%	98.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.01%	97.14%
CHEMBL230	P35354	Cyclooxygenase-2	92.91%	89.63%
CHEMBL340	P08684	Cytochrome P450 3A4	92.83%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.54%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.22%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.54%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.44%	97.09%
CHEMBL2514	O95665	Neurotensin receptor 2	91.23%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	90.88%	90.20%
CHEMBL237	P41145	Kappa opioid receptor	90.68%	98.10%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.10%	96.47%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	89.62%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.48%	100.00%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	89.19%	96.03%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.68%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.58%	95.89%
CHEMBL1873	P00750	Tissue-type plasminogen activator	87.27%	93.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.21%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.56%	96.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.59%	93.03%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	83.47%	100.00%
CHEMBL2535	P11166	Glucose transporter	83.13%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.05%	90.71%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.52%	98.05%
CHEMBL5028	O14672	ADAM10	80.88%	97.50%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	80.37%	95.48%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10931081
• LOTUS: LTS0089385
• wikiData: Q77368626