Lentinulactam

Details

• Internal ID: 51fb0d38-216c-4ed6-a1bf-6d82e63c35ad
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines > Tetrahydropyridines
• IUPAC Name: (1S,2S,3S,6S,8R)-3,8-dihydroxy-1,4,4-trimethyl-11-methylidene-9-azatricyclo[6.3.1.02,6]dodecan-10-one
• SMILES (Canonical): CC1(CC2CC3(CC(C2C1O)(C(=C)C(=O)N3)C)O)C
• SMILES (Isomeric): C[C@]12C[C@](C[C@H]3[C@@H]1[C@@H](C(C3)(C)C)O)(NC(=O)C2=C)O
• InChI: InChI=1S/C15H23NO3/c1-8-12(18)16-15(19)6-9-5-13(2,3)11(17)10(9)14(8,4)7-15/h9-11,17,19H,1,5-7H2,2-4H3,(H,16,18)/t9-,10+,11-,14+,15+/m0/s1
• InChI Key: SURDHOSJKFGQIJ-GLRJYAJPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₃NO₃
• Molecular Weight: 265.35 g/mol
• Exact Mass: 265.16779360 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.18
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.5587	55.87%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4915	49.15%
OATP2B1 inhibitior	-	0.8514	85.14%
OATP1B1 inhibitior	+	0.9217	92.17%
OATP1B3 inhibitior	+	0.9304	93.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9380	93.80%
P-glycoprotein inhibitior	-	0.9573	95.73%
P-glycoprotein substrate	-	0.7970	79.70%
CYP3A4 substrate	+	0.5511	55.11%
CYP2C9 substrate	-	0.8003	80.03%
CYP2D6 substrate	-	0.8612	86.12%
CYP3A4 inhibition	-	0.9273	92.73%
CYP2C9 inhibition	-	0.6446	64.46%
CYP2C19 inhibition	-	0.6276	62.76%
CYP2D6 inhibition	-	0.9273	92.73%
CYP1A2 inhibition	-	0.8353	83.53%
CYP2C8 inhibition	-	0.9241	92.41%
CYP inhibitory promiscuity	-	0.7183	71.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.5240	52.40%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8875	88.75%
Skin irritation	-	0.7199	71.99%
Skin corrosion	-	0.9129	91.29%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5279	52.79%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8150	81.50%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5254	52.54%
Acute Oral Toxicity (c)	I	0.3298	32.98%
Estrogen receptor binding	+	0.6111	61.11%
Androgen receptor binding	+	0.5319	53.19%
Thyroid receptor binding	+	0.5235	52.35%
Glucocorticoid receptor binding	+	0.6333	63.33%
Aromatase binding	+	0.5658	56.58%
PPAR gamma	-	0.6702	67.02%
Honey bee toxicity	-	0.8913	89.13%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7956	79.56%

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	91.58%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.10%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.76%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	88.74%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.65%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.80%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.09%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.09%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.00%	92.88%
CHEMBL221	P23219	Cyclooxygenase-1	82.80%	90.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.66%	93.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.16%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588149
• LOTUS: LTS0054195
• wikiData: Q105261322