(1S,3R,4R,6R)-2,4-dihydroxy-7-methyl-7-azabicyclo[4.1.1]octane-3-carboxylate

Details

• Internal ID: 59f6c799-b238-49b5-b9ab-8b294b7c406a
• Taxonomy: Organoheterocyclic compounds > Azepanes
• IUPAC Name: (1S,3R,4R,6R)-2,4-dihydroxy-7-methyl-7-azabicyclo[4.1.1]octane-3-carboxylate
• SMILES (Canonical): CN1C2CC1C(C(C(C2)O)C(=O)[O-])O
• SMILES (Isomeric): CN1[C@H]2C[C@H]([C@H](C([C@@H]1C2)O)C(=O)[O-])O
• InChI: InChI=1S/C9H15NO4/c1-10-4-2-5(10)8(12)7(9(13)14)6(11)3-4/h4-8,11-12H,2-3H2,1H3,(H,13,14)/p-1/t4-,5+,6-,7-,8?/m1/s1
• InChI Key: SGHVFBNRWDMZKG-ZTVVOAFPSA-M
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄NO₄-
• Molecular Weight: 200.21 g/mol
• Exact Mass: 200.09228293 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.45
• H-Bond Acceptor: 5
• 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	-	0.5998	59.98%
Caco-2	-	0.7173	71.73%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Lysosomes	0.6314	63.14%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.9574	95.74%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9704	97.04%
P-glycoprotein inhibitior	-	0.9786	97.86%
P-glycoprotein substrate	-	0.7620	76.20%
CYP3A4 substrate	-	0.5200	52.00%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.7394	73.94%
CYP3A4 inhibition	-	0.9549	95.49%
CYP2C9 inhibition	-	0.8921	89.21%
CYP2C19 inhibition	-	0.8815	88.15%
CYP2D6 inhibition	-	0.9185	91.85%
CYP1A2 inhibition	-	0.8503	85.03%
CYP2C8 inhibition	-	0.9910	99.10%
CYP inhibitory promiscuity	-	0.9973	99.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5972	59.72%
Eye corrosion	-	0.9747	97.47%
Eye irritation	-	0.8373	83.73%
Skin irritation	-	0.7280	72.80%
Skin corrosion	-	0.9074	90.74%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7692	76.92%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.6732	67.32%
skin sensitisation	-	0.8801	88.01%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7169	71.69%
Acute Oral Toxicity (c)	III	0.5732	57.32%
Estrogen receptor binding	-	0.7968	79.68%
Androgen receptor binding	-	0.7277	72.77%
Thyroid receptor binding	-	0.6706	67.06%
Glucocorticoid receptor binding	-	0.8283	82.83%
Aromatase binding	-	0.9232	92.32%
PPAR gamma	-	0.8115	81.15%
Honey bee toxicity	-	0.8432	84.32%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	-	0.8874	88.74%

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	97.13%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.94%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.71%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.34%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	81.97%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.52%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.34%	97.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.54%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.35%	89.00%

Plants that contains it

• Leuzea uniflora

Cross-Links

• PubChem: 54613781
• NPASS: NPC288329