Thalassospiramide B

Details

• Internal ID: a33bb483-2894-4d95-97dd-3e1b3d095830
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (Z)-N-[(2S,3S)-5-[[(2S)-1-[[(2S,3S)-1,3-dihydroxy-5-[[(2S)-1-[[(3S,6S,11R)-3-[(4-hydroxyphenyl)methyl]-4-methyl-2,5,8-trioxo-6-propan-2-yl-1-oxa-4,7-diazacyclododec-9-en-11-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-5-oxopentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-3-hydroxy-5-oxo-1-phenylpentan-2-yl]dec-3-enamide
• InChI: InChI=1S/C56H83N7O13/c1-9-10-11-12-13-14-18-21-46(68)58-41(28-37-19-16-15-17-20-37)44(66)30-48(70)62-51(35(4)5)54(73)59-42(32-64)45(67)31-49(71)61-50(34(2)3)53(72)57-39-24-27-47(69)60-52(36(6)7)55(74)63(8)43(56(75)76-33-39)29-38-22-25-40(65)26-23-38/h14-20,22-27,34-36,39,41-45,50-52,64-67H,9-13,21,28-33H2,1-8H3,(H,57,72)(H,58,68)(H,59,73)(H,60,69)(H,61,71)(H,62,70)/b18-14-,27-24?/t39-,41+,42+,43+,44+,45+,50+,51+,52+/m1/s1
• InChI Key: CRQZWNMPCIFJKX-GAHHVCHBSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₈₃N₇O₁₃
• Molecular Weight: 1062.30 g/mol
• Exact Mass: 1061.60488573 g/mol
• Topological Polar Surface Area (TPSA): 302.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 13
• H-Bond Donor: 10
• Rotatable Bonds: 28

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7514	75.14%
Caco-2	-	0.8633	86.33%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4562	45.62%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.7969	79.69%
OATP1B3 inhibitior	+	0.8927	89.27%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9716	97.16%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.8587	85.87%
CYP3A4 substrate	+	0.7381	73.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8731	87.31%
CYP3A4 inhibition	+	0.9226	92.26%
CYP2C9 inhibition	-	0.8612	86.12%
CYP2C19 inhibition	-	0.8358	83.58%
CYP2D6 inhibition	-	0.8636	86.36%
CYP1A2 inhibition	-	0.9329	93.29%
CYP2C8 inhibition	+	0.7821	78.21%
CYP inhibitory promiscuity	-	0.8813	88.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6029	60.29%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8989	89.89%
Skin irritation	-	0.7826	78.26%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7234	72.34%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.6205	62.05%
skin sensitisation	-	0.8805	88.05%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6294	62.94%
Acute Oral Toxicity (c)	III	0.6678	66.78%
Estrogen receptor binding	+	0.7676	76.76%
Androgen receptor binding	+	0.7459	74.59%
Thyroid receptor binding	+	0.6109	61.09%
Glucocorticoid receptor binding	+	0.7328	73.28%
Aromatase binding	+	0.5926	59.26%
PPAR gamma	+	0.7984	79.84%
Honey bee toxicity	-	0.7719	77.19%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9741	97.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.99%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.88%	99.17%
CHEMBL3891	P07384	Calpain 1	98.77%	93.04%
CHEMBL5103	Q969S8	Histone deacetylase 10	98.30%	90.08%
CHEMBL4072	P07858	Cathepsin B	98.10%	93.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.76%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.15%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	96.00%	93.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	93.52%	94.66%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	93.01%	97.29%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.88%	95.50%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	92.38%	89.67%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.00%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.96%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.85%	95.89%
CHEMBL1781	P11387	DNA topoisomerase I	88.43%	97.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.83%	89.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.18%	97.64%
CHEMBL220	P22303	Acetylcholinesterase	87.07%	94.45%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	86.79%	95.52%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.69%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	86.50%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.78%	90.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.10%	96.47%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.40%	88.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.38%	94.45%
CHEMBL2514	O95665	Neurotensin receptor 2	84.27%	100.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.00%	91.71%
CHEMBL1914	P06276	Butyrylcholinesterase	83.89%	95.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.09%	92.86%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.03%	99.23%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.69%	96.37%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.93%	95.83%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.92%	100.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.61%	100.00%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	80.45%	89.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.12%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585167
• LOTUS: LTS0258542
• wikiData: Q77385070