Methyl 17-hydroxy-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3,5,7-triene-18-carboxylate

Details

• Internal ID: 76da001e-1fe8-4316-9062-5964aec039de
• Taxonomy: Alkaloids and derivatives > Aspidofractine alkaloids
• IUPAC Name: methyl 17-hydroxy-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3,5,7-triene-18-carboxylate
• SMILES (Canonical): COC(=O)C1C(C23CCCN4C2C5(C1(CC3)NC6=CC=CC=C65)CC4)O
• SMILES (Isomeric): COC(=O)C1C(C23CCCN4C2C5(C1(CC3)NC6=CC=CC=C65)CC4)O
• InChI: InChI=1S/C21H26N2O3/c1-26-17(25)15-16(24)19-7-4-11-23-12-10-20(18(19)23)13-5-2-3-6-14(13)22-21(15,20)9-8-19/h2-3,5-6,15-16,18,22,24H,4,7-12H2,1H3
• InChI Key: JJYONUWYRQCJFB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆N₂O₃
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.19434270 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.90
• 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	+	0.9405	94.05%
Caco-2	+	0.6947	69.47%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6757	67.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9466	94.66%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.5979	59.79%
P-glycoprotein inhibitior	-	0.8096	80.96%
P-glycoprotein substrate	-	0.5742	57.42%
CYP3A4 substrate	+	0.6472	64.72%
CYP2C9 substrate	-	0.8178	81.78%
CYP2D6 substrate	+	0.4338	43.38%
CYP3A4 inhibition	-	0.8421	84.21%
CYP2C9 inhibition	-	0.8664	86.64%
CYP2C19 inhibition	-	0.8213	82.13%
CYP2D6 inhibition	+	0.5000	50.00%
CYP1A2 inhibition	-	0.7373	73.73%
CYP2C8 inhibition	-	0.7418	74.18%
CYP inhibitory promiscuity	-	0.8939	89.39%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5989	59.89%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9940	99.40%
Skin irritation	-	0.7686	76.86%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5135	51.35%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5293	52.93%
skin sensitisation	-	0.8607	86.07%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.5389	53.89%
Acute Oral Toxicity (c)	III	0.4510	45.10%
Estrogen receptor binding	+	0.6079	60.79%
Androgen receptor binding	+	0.7654	76.54%
Thyroid receptor binding	+	0.5376	53.76%
Glucocorticoid receptor binding	+	0.5990	59.90%
Aromatase binding	+	0.6342	63.42%
PPAR gamma	-	0.5436	54.36%
Honey bee toxicity	-	0.8631	86.31%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.3679	36.79%

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	97.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.36%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.22%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	91.06%	93.03%
CHEMBL4208	P20618	Proteasome component C5	90.40%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.54%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.38%	94.45%
CHEMBL5028	O14672	ADAM10	87.31%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.68%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.78%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.31%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.03%	85.14%

Plants that contains it

• Kopsia singapurensis
• Kopsia teoi

Cross-Links

• PubChem: 163101736
• LOTUS: LTS0064186
• wikiData: Q105130060