(12S,13S)-15-[5-(3-chloro-1H-pyrrol-2-yl)-3-methoxyfuran-2-yl]-13-propan-2-yl-2-azatricyclo[10.2.1.13,14]hexadeca-1(15),2,14(16)-triene

Details

• Internal ID: e41d5acb-5b10-445d-b851-dd98cb34fbf7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Alkyl aryl ethers
• IUPAC Name: (12S,13S)-15-[5-(3-chloro-1H-pyrrol-2-yl)-3-methoxyfuran-2-yl]-13-propan-2-yl-2-azatricyclo[10.2.1.13,14]hexadeca-1(15),2,14(16)-triene
• SMILES (Canonical): CC(C)C1C2CCCCCCCCC3=NC(=C2C4=C(C=C(O4)C5=C(C=CN5)Cl)OC)C1=C3
• SMILES (Isomeric): CC(C)[C@H]1[C@@H]2CCCCCCCCC3=NC(=C2C4=C(C=C(O4)C5=C(C=CN5)Cl)OC)C1=C3
• 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/h12-16,18,23,29H,4-11H2,1-3H3/t18-,23-/m0/s1
• InChI Key: AKRWVQHAEBBOTI-MBSDFSHPSA-N
• Popularity: 23 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): 50.50 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 8.07
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	-	0.5929	59.29%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7096	70.96%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9034	90.34%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9838	98.38%
P-glycoprotein inhibitior	+	0.8375	83.75%
P-glycoprotein substrate	+	0.5814	58.14%
CYP3A4 substrate	+	0.6616	66.16%
CYP2C9 substrate	-	0.7951	79.51%
CYP2D6 substrate	-	0.8251	82.51%
CYP3A4 inhibition	+	0.5778	57.78%
CYP2C9 inhibition	-	0.5054	50.54%
CYP2C19 inhibition	+	0.5889	58.89%
CYP2D6 inhibition	-	0.8004	80.04%
CYP1A2 inhibition	+	0.6350	63.50%
CYP2C8 inhibition	+	0.8157	81.57%
CYP inhibitory promiscuity	+	0.9158	91.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.5274	52.74%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.9784	97.84%
Skin irritation	-	0.7705	77.05%
Skin corrosion	-	0.9116	91.16%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9460	94.60%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5200	52.00%
skin sensitisation	-	0.8157	81.57%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9476	94.76%
Acute Oral Toxicity (c)	III	0.5411	54.11%
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	-	0.8462	84.62%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9315	93.15%

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	99.09%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	98.27%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	96.86%	95.89%
CHEMBL2581	P07339	Cathepsin D	96.62%	98.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	96.33%	92.88%
CHEMBL5747	Q92793	CREB-binding protein	96.03%	95.12%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	95.81%	94.03%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	95.45%	97.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.37%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.56%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.21%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.21%	94.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	93.20%	99.18%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.06%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.49%	95.56%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	89.79%	94.78%
CHEMBL213	P08588	Beta-1 adrenergic receptor	89.38%	95.56%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	89.23%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.03%	86.33%
CHEMBL2535	P11166	Glucose transporter	87.69%	98.75%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	87.22%	80.96%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.02%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.85%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.56%	89.62%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	85.83%	88.84%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.62%	90.24%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.37%	85.14%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.98%	100.00%
CHEMBL2083	P15090	Fatty acid binding protein adipocyte	84.08%	95.71%
CHEMBL5957	P21589	5'-nucleotidase	83.96%	97.78%
CHEMBL1873	P00750	Tissue-type plasminogen activator	83.00%	93.33%
CHEMBL3401	O75469	Pregnane X receptor	82.85%	94.73%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.78%	85.30%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.29%	96.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.61%	82.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.10%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135542556
• LOTUS: LTS0067290
• wikiData: Q104913807