[(1R,4Z,8E,10Z,12S,15R,17S)-5,12-dimethyl-3-oxo-17-[(4R)-2-oxo-1,3-thiazolidin-4-yl]-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl] N-(2-bromoethyl)carbamate

Details

• Internal ID: 9d23ca31-4204-406a-b07c-1852cea8853f
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: [(1R,4Z,8E,10Z,12S,15R,17S)-5,12-dimethyl-3-oxo-17-[(4R)-2-oxo-1,3-thiazolidin-4-yl]-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl] N-(2-bromoethyl)carbamate
• InChI: InChI=1S/C25H35BrN2O6S/c1-17-7-5-3-4-6-8-18(2)13-22(29)32-20-14-19(10-9-17)33-25(15-20,21-16-35-24(31)28-21)34-23(30)27-12-11-26/h3-5,7,13,17,19-21H,6,8-12,14-16H2,1-2H3,(H,27,30)(H,28,31)/b4-3+,7-5-,18-13-/t17-,19-,20-,21+,25+/m1/s1
• InChI Key: ZPHSMQHQJGJQEQ-ODVPECJOSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₅BrN₂O₆S
• Molecular Weight: 571.50 g/mol
• Exact Mass: 570.13992 g/mol
• Topological Polar Surface Area (TPSA): 128.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.99
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9556	95.56%
Caco-2	-	0.7627	76.27%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5305	53.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8377	83.77%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9733	97.33%
P-glycoprotein inhibitior	+	0.8024	80.24%
P-glycoprotein substrate	+	0.7226	72.26%
CYP3A4 substrate	+	0.7076	70.76%
CYP2C9 substrate	+	0.5969	59.69%
CYP2D6 substrate	-	0.8791	87.91%
CYP3A4 inhibition	-	0.8518	85.18%
CYP2C9 inhibition	-	0.6989	69.89%
CYP2C19 inhibition	-	0.6238	62.38%
CYP2D6 inhibition	-	0.8915	89.15%
CYP1A2 inhibition	-	0.6517	65.17%
CYP2C8 inhibition	+	0.7110	71.10%
CYP inhibitory promiscuity	-	0.5290	52.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9045	90.45%
Carcinogenicity (trinary)	Non-required	0.5231	52.31%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.9777	97.77%
Skin irritation	-	0.7572	75.72%
Skin corrosion	-	0.9160	91.60%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8512	85.12%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.6422	64.22%
skin sensitisation	-	0.8291	82.91%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8034	80.34%
Nephrotoxicity	-	0.7023	70.23%
Acute Oral Toxicity (c)	III	0.5586	55.86%
Estrogen receptor binding	+	0.7950	79.50%
Androgen receptor binding	+	0.7658	76.58%
Thyroid receptor binding	+	0.6637	66.37%
Glucocorticoid receptor binding	+	0.7475	74.75%
Aromatase binding	+	0.5626	56.26%
PPAR gamma	+	0.7582	75.82%
Honey bee toxicity	-	0.6316	63.16%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9653	96.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.49%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.32%	97.25%
CHEMBL230	P35354	Cyclooxygenase-2	98.07%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.59%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.33%	97.09%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.58%	94.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.44%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.54%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.67%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.24%	98.95%
CHEMBL4208	P20618	Proteasome component C5	87.32%	90.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.61%	90.08%
CHEMBL3401	O75469	Pregnane X receptor	86.51%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.35%	94.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.22%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.09%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.57%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.49%	96.77%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.33%	94.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.09%	93.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.48%	91.07%

Plants that contains it

• Inula cappa

Cross-Links

• PubChem: 24853809
• LOTUS: LTS0011013
• wikiData: Q105171039