(12S,13S,15Z)-15-[(5Z)-5-(3-chloropyrrol-2-ylidene)-3-methoxyfuran-2-ylidene]-13-propan-2-yl-2-azatricyclo[10.2.1.13,14]hexadeca-1(14),3(16)-diene

Details

• Internal ID: fde07567-eac9-4792-b04a-ab56c6d2f77e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Alkyl aryl ethers
• IUPAC Name: (12S,13S,15Z)-15-[(5Z)-5-(3-chloropyrrol-2-ylidene)-3-methoxyfuran-2-ylidene]-13-propan-2-yl-2-azatricyclo[10.2.1.13,14]hexadeca-1(14),3(16)-diene
• SMILES (Canonical): CC(C)C1C2CCCCCCCCC3=CC1=C(C2=C4C(=CC(=C5C(=CC=N5)Cl)O4)OC)N3
• SMILES (Isomeric): CC(C)[C@H]1[C@@H]\2CCCCCCCCC3=CC1=C(/C2=C\4/C(=C/C(=C/5\C(=CC=N5)Cl)/O4)OC)N3
• InChI: InChI=1S/C27H33ClN2O2/c1-16(2)23-18-11-9-7-5-4-6-8-10-17-14-19(23)25(30-17)24(18)27-22(31-3)15-21(32-27)26-20(28)12-13-29-26/h12-16,18,23,30H,4-11H2,1-3H3/b26-21-,27-24-/t18-,23-/m0/s1
• InChI Key: XEQIXGXEBJYNMG-JSNUOVADSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₃ClN₂O₂
• Molecular Weight: 453.00 g/mol
• Exact Mass: 452.2230560 g/mol
• Topological Polar Surface Area (TPSA): 46.60 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.79
• H-Bond Acceptor: 3
• 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	+	0.9955	99.55%
Caco-2	-	0.5929	59.29%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6214	62.14%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8986	89.86%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9838	98.38%
P-glycoprotein inhibitior	+	0.8375	83.75%
P-glycoprotein substrate	+	0.5411	54.11%
CYP3A4 substrate	+	0.6468	64.68%
CYP2C9 substrate	-	0.7985	79.85%
CYP2D6 substrate	-	0.7913	79.13%
CYP3A4 inhibition	-	0.5470	54.70%
CYP2C9 inhibition	-	0.5431	54.31%
CYP2C19 inhibition	+	0.5392	53.92%
CYP2D6 inhibition	-	0.8000	80.00%
CYP1A2 inhibition	+	0.6414	64.14%
CYP2C8 inhibition	+	0.7832	78.32%
CYP inhibitory promiscuity	+	0.8961	89.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5508	55.08%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.9784	97.84%
Skin irritation	-	0.7586	75.86%
Skin corrosion	-	0.9101	91.01%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9460	94.60%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8188	81.88%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8436	84.36%
Acute Oral Toxicity (c)	III	0.5480	54.80%
Estrogen receptor binding	+	0.7301	73.01%
Androgen receptor binding	+	0.8517	85.17%
Thyroid receptor binding	+	0.6660	66.60%
Glucocorticoid receptor binding	+	0.8604	86.04%
Aromatase binding	+	0.7707	77.07%
PPAR gamma	+	0.6496	64.96%
Honey bee toxicity	-	0.7920	79.20%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9190	91.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.58%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.27%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	95.91%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.61%	95.89%
CHEMBL2581	P07339	Cathepsin D	92.80%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.51%	96.09%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	92.21%	80.96%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	92.00%	90.75%
CHEMBL5747	Q92793	CREB-binding protein	91.67%	95.12%
CHEMBL2535	P11166	Glucose transporter	91.12%	98.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	90.20%	92.88%
CHEMBL213	P08588	Beta-1 adrenergic receptor	89.63%	95.56%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	89.60%	94.03%
CHEMBL5203	P33316	dUTP pyrophosphatase	88.38%	99.18%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.29%	97.09%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	87.86%	88.84%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.61%	94.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	86.92%	97.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.06%	96.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.42%	89.50%
CHEMBL1873	P00750	Tissue-type plasminogen activator	85.40%	93.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.17%	97.14%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.77%	95.78%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	83.76%	96.09%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	83.68%	94.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.21%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.41%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.37%	90.71%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	81.62%	82.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.56%	95.56%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	81.02%	95.71%
CHEMBL5314	Q06418	Tyrosine-protein kinase receptor TYRO3	80.95%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.94%	100.00%
CHEMBL2424504	P29375	Lysine-specific demethylase 5A	80.84%	99.23%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.24%	97.31%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.10%	93.99%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11123272
• LOTUS: LTS0226108
• wikiData: Q105326540