(1R,9S,10R,11R,16R)-16-methyl-6,14-diazatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-11-ol

Details

• Internal ID: 17309b15-361e-4916-9952-2a9691a16d23
• Taxonomy: Organoheterocyclic compounds > Phenanthrolines
• IUPAC Name: (1R,9S,10R,11R,16R)-16-methyl-6,14-diazatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-11-ol
• SMILES (Canonical): CC1CC2CC3=C(C=CC=N3)C4(C1)C2C(CCN4)O
• SMILES (Isomeric): C[C@@H]1C[C@H]2CC3=C(C=CC=N3)[C@@]4(C1)[C@@H]2[C@@H](CCN4)O
• InChI: InChI=1S/C16H22N2O/c1-10-7-11-8-13-12(3-2-5-17-13)16(9-10)15(11)14(19)4-6-18-16/h2-3,5,10-11,14-15,18-19H,4,6-9H2,1H3/t10-,11+,14-,15+,16+/m1/s1
• InChI Key: UPDSILBIMXVIPG-GXZBSRFJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂N₂O
• Molecular Weight: 258.36 g/mol
• Exact Mass: 258.173213330 g/mol
• Topological Polar Surface Area (TPSA): 45.20 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9815	98.15%
Caco-2	+	0.7264	72.64%
Blood Brain Barrier	+	0.8379	83.79%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5549	55.49%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9407	94.07%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.7286	72.86%
P-glycoprotein inhibitior	-	0.9407	94.07%
P-glycoprotein substrate	+	0.6514	65.14%
CYP3A4 substrate	+	0.5851	58.51%
CYP2C9 substrate	-	0.7790	77.90%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.9387	93.87%
CYP2C9 inhibition	-	0.9105	91.05%
CYP2C19 inhibition	-	0.7858	78.58%
CYP2D6 inhibition	-	0.6839	68.39%
CYP1A2 inhibition	-	0.7046	70.46%
CYP2C8 inhibition	-	0.7059	70.59%
CYP inhibitory promiscuity	-	0.9021	90.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6738	67.38%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.9881	98.81%
Skin irritation	-	0.6946	69.46%
Skin corrosion	-	0.8676	86.76%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4154	41.54%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8136	81.36%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.5908	59.08%
Acute Oral Toxicity (c)	III	0.6179	61.79%
Estrogen receptor binding	-	0.5523	55.23%
Androgen receptor binding	+	0.5293	52.93%
Thyroid receptor binding	+	0.6066	60.66%
Glucocorticoid receptor binding	-	0.5087	50.87%
Aromatase binding	-	0.6358	63.58%
PPAR gamma	-	0.6010	60.10%
Honey bee toxicity	-	0.9151	91.51%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.8730	87.30%

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	98.52%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.66%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.53%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.11%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.51%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.17%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.92%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.27%	98.95%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	84.79%	96.39%
CHEMBL2535	P11166	Glucose transporter	81.42%	98.75%
CHEMBL4208	P20618	Proteasome component C5	81.34%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.19%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.22%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11021557
• LOTUS: LTS0021385
• wikiData: Q105276733