(1S,6S,7S)-4-(1-chloroethyl)-4,7-dihydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione

Details

• Internal ID: 92f9fdfc-12dd-46b8-8174-0e489ecb776e
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1S,6S,7S)-4-(1-chloroethyl)-4,7-dihydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione
• SMILES (Canonical): CC1CC(C(=O)OC2CCN(CC=C(C2=O)COC(=O)C1(C)O)C)(C(C)Cl)O
• SMILES (Isomeric): C[C@H]1CC(C(=O)O[C@H]2CCN(CC=C(C2=O)COC(=O)[C@@]1(C)O)C)(C(C)Cl)O
• InChI: InChI=1S/C19H28ClNO7/c1-11-9-19(26,12(2)20)17(24)28-14-6-8-21(4)7-5-13(15(14)22)10-27-16(23)18(11,3)25/h5,11-12,14,25-26H,6-10H2,1-4H3/t11-,12?,14-,18-,19?/m0/s1
• InChI Key: OMHSMPLRLNEBIB-YHFLNUOISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈ClNO₇
• Molecular Weight: 417.90 g/mol
• Exact Mass: 417.1554299 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.42
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9397	93.97%
Caco-2	+	0.5600	56.00%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4717	47.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9275	92.75%
OATP1B3 inhibitior	+	0.9264	92.64%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5175	51.75%
P-glycoprotein inhibitior	-	0.6593	65.93%
P-glycoprotein substrate	-	0.5175	51.75%
CYP3A4 substrate	+	0.6326	63.26%
CYP2C9 substrate	-	0.7943	79.43%
CYP2D6 substrate	-	0.8381	83.81%
CYP3A4 inhibition	-	0.8302	83.02%
CYP2C9 inhibition	-	0.8580	85.80%
CYP2C19 inhibition	-	0.8272	82.72%
CYP2D6 inhibition	-	0.9276	92.76%
CYP1A2 inhibition	-	0.8384	83.84%
CYP2C8 inhibition	-	0.9246	92.46%
CYP inhibitory promiscuity	-	0.9944	99.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6600	66.00%
Carcinogenicity (trinary)	Danger	0.7488	74.88%
Eye corrosion	-	0.9792	97.92%
Eye irritation	-	0.9751	97.51%
Skin irritation	-	0.7231	72.31%
Skin corrosion	-	0.9116	91.16%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6172	61.72%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	1.0000	100.00%
skin sensitisation	-	0.8240	82.40%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.6992	69.92%
Acute Oral Toxicity (c)	III	0.4893	48.93%
Estrogen receptor binding	+	0.6990	69.90%
Androgen receptor binding	+	0.5315	53.15%
Thyroid receptor binding	+	0.5162	51.62%
Glucocorticoid receptor binding	+	0.7762	77.62%
Aromatase binding	+	0.6400	64.00%
PPAR gamma	-	0.6044	60.44%
Honey bee toxicity	-	0.8314	83.14%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.7629	76.29%

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	94.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.78%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.77%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.60%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.32%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.73%	93.40%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.24%	86.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.38%	96.77%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.32%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.29%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.21%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.87%	97.25%
CHEMBL4208	P20618	Proteasome component C5	84.79%	90.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.16%	100.00%
CHEMBL4072	P07858	Cathepsin B	84.04%	93.67%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.62%	98.33%
CHEMBL1871	P10275	Androgen Receptor	82.45%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.20%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.92%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.59%	99.23%
CHEMBL5314	Q06418	Tyrosine-protein kinase receptor TYRO3	81.37%	96.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.32%	83.57%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.80%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.61%	82.69%

Plants that contains it

• Senecio abrotanifolius

Cross-Links

• PubChem: 162967980
• LOTUS: LTS0139280
• wikiData: Q105194335