19-Hydroxy-18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icos-7(20)-ene-3-carboxylic acid

Details

• Internal ID: f93d865c-2966-4be4-95c6-54994425454a
• Taxonomy: Organoheterocyclic compounds > Azaspirodecane derivatives
• IUPAC Name: 19-hydroxy-18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icos-7(20)-ene-3-carboxylic acid
• SMILES (Canonical): CC1CN2CC3CCC4=C5C(CC4)C(CC56C3(CCC1C62O)CO)C(=O)O
• SMILES (Isomeric): CC1CN2CC3CCC4=C5C(CC4)C(CC56C3(CCC1C62O)CO)C(=O)O
• InChI: InChI=1S/C22H31NO4/c1-12-9-23-10-14-4-2-13-3-5-15-16(19(25)26)8-21(18(13)15)20(14,11-24)7-6-17(12)22(21,23)27/h12,14-17,24,27H,2-11H2,1H3,(H,25,26)
• InChI Key: FHEIQKLULLQNBD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₁NO₄
• Molecular Weight: 373.50 g/mol
• Exact Mass: 373.22530847 g/mol
• Topological Polar Surface Area (TPSA): 81.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9446	94.46%
Caco-2	+	0.5572	55.72%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5977	59.77%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8989	89.89%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5590	55.90%
P-glycoprotein inhibitior	-	0.9215	92.15%
P-glycoprotein substrate	-	0.6382	63.82%
CYP3A4 substrate	+	0.6780	67.80%
CYP2C9 substrate	-	0.6166	61.66%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	-	0.7344	73.44%
CYP2C9 inhibition	-	0.8287	82.87%
CYP2C19 inhibition	-	0.8608	86.08%
CYP2D6 inhibition	-	0.8509	85.09%
CYP1A2 inhibition	-	0.8258	82.58%
CYP2C8 inhibition	-	0.6379	63.79%
CYP inhibitory promiscuity	-	0.8066	80.66%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5306	53.06%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.8841	88.41%
Skin irritation	-	0.7358	73.58%
Skin corrosion	-	0.9132	91.32%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5393	53.93%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5962	59.62%
skin sensitisation	-	0.8417	84.17%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8275	82.75%
Acute Oral Toxicity (c)	III	0.6448	64.48%
Estrogen receptor binding	+	0.7435	74.35%
Androgen receptor binding	+	0.7815	78.15%
Thyroid receptor binding	+	0.5951	59.51%
Glucocorticoid receptor binding	+	0.7719	77.19%
Aromatase binding	+	0.5631	56.31%
PPAR gamma	-	0.5564	55.64%
Honey bee toxicity	-	0.8868	88.68%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9159	91.59%

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	98.66%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.22%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.33%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.24%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.84%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.53%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	81.75%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	81.06%	95.93%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.06%	96.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.73%	95.50%

Plants that contains it

• Daphniphyllum calycinum

Cross-Links

• PubChem: 163072734
• LOTUS: LTS0212402
• wikiData: Q105144595