4-[(1S,2S,3S,6R,7R,10S,13S,14R)-6-hydroxy-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl]butanoic acid

Details

• Internal ID: 5eba1a30-e494-4349-8d7e-e3cacf53aafc
• Taxonomy: Organoheterocyclic compounds > Azaspirodecane derivatives
• IUPAC Name: 4-[(1S,2S,3S,6R,7R,10S,13S,14R)-6-hydroxy-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl]butanoic acid
• SMILES (Canonical): CC(C)C1CCC2C3CCC45C(C2(C1N4C3)CCCC(=O)O)CCC5O
• SMILES (Isomeric): CC(C)[C@H]1CC[C@H]2[C@@H]3CC[C@]45[C@H]([C@]2([C@H]1N4C3)CCCC(=O)O)CC[C@H]5O
• InChI: InChI=1S/C22H35NO3/c1-13(2)15-5-6-16-14-9-11-22-17(7-8-18(22)24)21(16,10-3-4-19(25)26)20(15)23(22)12-14/h13-18,20,24H,3-12H2,1-2H3,(H,25,26)/t14-,15-,16+,17+,18-,20+,21+,22-/m1/s1
• InChI Key: NBPLSEUAFUURJP-BNEUJMONSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₅NO₃
• Molecular Weight: 361.50 g/mol
• Exact Mass: 361.26169398 g/mol
• Topological Polar Surface Area (TPSA): 60.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9493	94.93%
Caco-2	+	0.5542	55.42%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6213	62.13%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9042	90.42%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6106	61.06%
P-glycoprotein inhibitior	-	0.8283	82.83%
P-glycoprotein substrate	+	0.5147	51.47%
CYP3A4 substrate	+	0.6392	63.92%
CYP2C9 substrate	-	0.8214	82.14%
CYP2D6 substrate	+	0.3624	36.24%
CYP3A4 inhibition	-	0.9083	90.83%
CYP2C9 inhibition	-	0.9244	92.44%
CYP2C19 inhibition	-	0.9231	92.31%
CYP2D6 inhibition	-	0.8009	80.09%
CYP1A2 inhibition	-	0.9231	92.31%
CYP2C8 inhibition	-	0.7474	74.74%
CYP inhibitory promiscuity	-	0.9430	94.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6813	68.13%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8694	86.94%
Skin irritation	-	0.7895	78.95%
Skin corrosion	-	0.9174	91.74%
Ames mutagenesis	-	0.7337	73.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4091	40.91%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5195	51.95%
skin sensitisation	-	0.8385	83.85%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.8622	86.22%
Acute Oral Toxicity (c)	III	0.6724	67.24%
Estrogen receptor binding	+	0.8389	83.89%
Androgen receptor binding	+	0.6591	65.91%
Thyroid receptor binding	+	0.6873	68.73%
Glucocorticoid receptor binding	+	0.7517	75.17%
Aromatase binding	+	0.7068	70.68%
PPAR gamma	+	0.5813	58.13%
Honey bee toxicity	-	0.9008	90.08%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.4292	42.92%

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	98.46%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.97%	96.61%
CHEMBL2581	P07339	Cathepsin D	95.11%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.07%	94.45%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	92.66%	97.86%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.67%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.48%	93.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.28%	95.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.62%	100.00%
CHEMBL4072	P07858	Cathepsin B	88.04%	93.67%
CHEMBL236	P41143	Delta opioid receptor	87.83%	99.35%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.74%	96.47%
CHEMBL4040	P28482	MAP kinase ERK2	85.98%	83.82%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.87%	93.56%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	85.84%	98.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.69%	96.77%
CHEMBL221	P23219	Cyclooxygenase-1	85.46%	90.17%
CHEMBL5028	O14672	ADAM10	84.35%	97.50%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.24%	98.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.94%	90.71%
CHEMBL1075317	P61964	WD repeat-containing protein 5	83.26%	96.33%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	82.89%	96.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.60%	95.50%
CHEMBL2514	O95665	Neurotensin receptor 2	80.32%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.13%	95.56%

Plants that contains it

• Daphniphyllum calycinum

Cross-Links

• PubChem: 162970686
• LOTUS: LTS0187426
• wikiData: Q105176901