Methyl 17-hydroxy-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3,5,7,14-tetraene-18-carboxylate

Details

• Internal ID: 700e50ce-5b3d-4035-87f6-235fd31d5397
• 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-3,5,7,14-tetraene-18-carboxylate
• SMILES (Canonical): COC(=O)C1C(C23CCC14C5(C2N(CC5)CC=C3)C6=CC=CC=C6N4)O
• SMILES (Isomeric): COC(=O)C1C(C23CCC14C5(C2N(CC5)CC=C3)C6=CC=CC=C6N4)O
• InChI: InChI=1S/C21H24N2O3/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/h2-7,15-16,18,22,24H,8-12H2,1H3
• InChI Key: RTFHWPCXCGGWTF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄N₂O₃
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.17869263 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.68
• 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	+	0.9584	95.84%
Caco-2	+	0.6260	62.60%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7193	71.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9129	91.29%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8253	82.53%
P-glycoprotein inhibitior	-	0.7716	77.16%
P-glycoprotein substrate	+	0.5539	55.39%
CYP3A4 substrate	+	0.6465	64.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3512	35.12%
CYP3A4 inhibition	-	0.8721	87.21%
CYP2C9 inhibition	-	0.8596	85.96%
CYP2C19 inhibition	-	0.8278	82.78%
CYP2D6 inhibition	-	0.5378	53.78%
CYP1A2 inhibition	-	0.7355	73.55%
CYP2C8 inhibition	-	0.7211	72.11%
CYP inhibitory promiscuity	-	0.8718	87.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5588	55.88%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9943	99.43%
Skin irritation	-	0.7600	76.00%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.5270	52.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5241	52.41%
skin sensitisation	-	0.8437	84.37%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.5447	54.47%
Acute Oral Toxicity (c)	III	0.5029	50.29%
Estrogen receptor binding	+	0.6463	64.63%
Androgen receptor binding	+	0.7424	74.24%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6369	63.69%
Aromatase binding	+	0.5604	56.04%
PPAR gamma	-	0.5448	54.48%
Honey bee toxicity	-	0.8452	84.52%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8028	80.28%

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	98.28%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.85%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.20%	85.14%
CHEMBL4208	P20618	Proteasome component C5	92.77%	90.00%
CHEMBL4040	P28482	MAP kinase ERK2	90.94%	83.82%
CHEMBL2581	P07339	Cathepsin D	90.29%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.18%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	89.49%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.73%	86.33%
CHEMBL5028	O14672	ADAM10	84.41%	97.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.47%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.89%	99.23%

Plants that contains it

• Kopsia singapurensis
• Kopsia teoi

Cross-Links

• PubChem: 162878567
• LOTUS: LTS0068097
• wikiData: Q105245111