[(1R,4S,6R,7R,11Z)-4-[(1R)-1-chloroethyl]-4-hydroxy-6,7,14-trimethyl-3,8,17-trioxo-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-en-7-yl] acetate

Details

• Internal ID: 07698f41-3cad-4302-b164-600de91b3538
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [(1R,4S,6R,7R,11Z)-4-[(1R)-1-chloroethyl]-4-hydroxy-6,7,14-trimethyl-3,8,17-trioxo-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-en-7-yl] acetate
• SMILES (Canonical): CC1CC(C(=O)OC2CCN(CC=C(C2=O)COC(=O)C1(C)OC(=O)C)C)(C(C)Cl)O
• SMILES (Isomeric): C[C@@H]1C[C@](C(=O)O[C@@H]2CCN(C/C=C(\C2=O)/COC(=O)[C@]1(C)OC(=O)C)C)([C@@H](C)Cl)O
• InChI: InChI=1S/C21H30ClNO8/c1-12-10-21(28,13(2)22)19(27)30-16-7-9-23(5)8-6-15(17(16)25)11-29-18(26)20(12,4)31-14(3)24/h6,12-13,16,28H,7-11H2,1-5H3/b15-6-/t12-,13-,16-,20-,21-/m1/s1
• InChI Key: VGRSISYREBBIAL-MWTIQZJTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀ClNO₈
• Molecular Weight: 459.90 g/mol
• Exact Mass: 459.1659946 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9528	95.28%
Caco-2	-	0.5613	56.13%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4795	47.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9180	91.80%
OATP1B3 inhibitior	+	0.9290	92.90%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8041	80.41%
P-glycoprotein inhibitior	+	0.6007	60.07%
P-glycoprotein substrate	+	0.5644	56.44%
CYP3A4 substrate	+	0.6812	68.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8500	85.00%
CYP3A4 inhibition	-	0.7934	79.34%
CYP2C9 inhibition	-	0.8912	89.12%
CYP2C19 inhibition	-	0.8476	84.76%
CYP2D6 inhibition	-	0.9158	91.58%
CYP1A2 inhibition	-	0.8380	83.80%
CYP2C8 inhibition	-	0.7915	79.15%
CYP inhibitory promiscuity	-	0.9928	99.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.5400	54.00%
Carcinogenicity (trinary)	Danger	0.7121	71.21%
Eye corrosion	-	0.9774	97.74%
Eye irritation	-	0.9629	96.29%
Skin irritation	-	0.7232	72.32%
Skin corrosion	-	0.9083	90.83%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4732	47.32%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	1.0000	100.00%
skin sensitisation	-	0.8056	80.56%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.7603	76.03%
Acute Oral Toxicity (c)	III	0.5614	56.14%
Estrogen receptor binding	+	0.6995	69.95%
Androgen receptor binding	+	0.6009	60.09%
Thyroid receptor binding	+	0.5286	52.86%
Glucocorticoid receptor binding	+	0.7325	73.25%
Aromatase binding	+	0.6017	60.17%
PPAR gamma	-	0.5280	52.80%
Honey bee toxicity	-	0.7701	77.01%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5550	55.50%
Fish aquatic toxicity	+	0.7109	71.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.50%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.56%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.82%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.43%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.26%	96.77%
CHEMBL4208	P20618	Proteasome component C5	89.41%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.86%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.12%	94.80%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.09%	97.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.00%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.43%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.73%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.69%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.54%	95.56%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.54%	98.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.06%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.03%	99.23%
CHEMBL5314	Q06418	Tyrosine-protein kinase receptor TYRO3	81.23%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.00%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.95%	93.04%
CHEMBL5028	O14672	ADAM10	80.46%	97.50%

Plants that contains it

• Doronicum macrophyllum
• Jacobaea othonnae
• Senecio inaequidens
• Senecio leptolobus

Cross-Links

• PubChem: 102523309
• LOTUS: LTS0127593
• wikiData: Q104253272