methyl (1R,9R,16S,18R,21S)-6-[(15R,17R,19S)-15-(1-hydroxyethyl)-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraen-17-yl]-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6-triene-18-carboxylate

Details

• Internal ID: a5373d48-f9bb-4525-8973-41df77b2aa08
• Taxonomy: Alkaloids and derivatives > Aspidofractine alkaloids
• IUPAC Name: methyl (1R,9R,16S,18R,21S)-6-[(15R,17R,19S)-15-(1-hydroxyethyl)-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraen-17-yl]-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6-triene-18-carboxylate
• SMILES (Canonical): CC(C12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)C6=CC7=C(C=C6)NC89C71CCN2C1C(CCC2)(CC8)CC9C(=O)OC)O
• SMILES (Isomeric): CC([C@@]12CCCN3[C@@H]1C4=C(CC3)C5=CC=CC=C5N4[C@H](C2)C6=CC7=C(C=C6)N[C@]89[C@]71CCN2[C@H]1[C@@](CCC2)(CC8)C[C@H]9C(=O)OC)O
• InChI: InChI=1S/C40H48N4O3/c1-24(45)38-13-6-17-42-19-11-27-26-7-3-4-8-31(26)44(33(27)34(38)42)32(23-38)25-9-10-30-28(21-25)39-16-20-43-18-5-12-37(36(39)43)14-15-40(39,41-30)29(22-37)35(46)47-2/h3-4,7-10,21,24,29,32,34,36,41,45H,5-6,11-20,22-23H2,1-2H3/t24?,29-,32+,34+,36-,37-,38-,39+,40+/m0/s1
• InChI Key: NKQJSTGACVZXMS-JVAYJQFBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₈N₄O₃
• Molecular Weight: 632.80 g/mol
• Exact Mass: 632.37264141 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.94
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9772	97.72%
Caco-2	-	0.7841	78.41%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6903	69.03%
OATP2B1 inhibitior	-	0.7129	71.29%
OATP1B1 inhibitior	+	0.8623	86.23%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9892	98.92%
P-glycoprotein inhibitior	+	0.8261	82.61%
P-glycoprotein substrate	+	0.7712	77.12%
CYP3A4 substrate	+	0.7475	74.75%
CYP2C9 substrate	-	0.8166	81.66%
CYP2D6 substrate	-	0.6778	67.78%
CYP3A4 inhibition	-	0.5242	52.42%
CYP2C9 inhibition	-	0.7120	71.20%
CYP2C19 inhibition	-	0.7882	78.82%
CYP2D6 inhibition	+	0.5000	50.00%
CYP1A2 inhibition	-	0.5464	54.64%
CYP2C8 inhibition	+	0.6990	69.90%
CYP inhibitory promiscuity	-	0.7962	79.62%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6840	68.40%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9439	94.39%
Skin irritation	-	0.7896	78.96%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7017	70.17%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5727	57.27%
skin sensitisation	-	0.8751	87.51%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.8977	89.77%
Acute Oral Toxicity (c)	III	0.5027	50.27%
Estrogen receptor binding	+	0.8145	81.45%
Androgen receptor binding	+	0.7772	77.72%
Thyroid receptor binding	+	0.5924	59.24%
Glucocorticoid receptor binding	+	0.8059	80.59%
Aromatase binding	+	0.6394	63.94%
PPAR gamma	+	0.7122	71.22%
Honey bee toxicity	-	0.7212	72.12%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8829	88.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.76%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.80%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.63%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.89%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.76%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.15%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	92.84%	93.03%
CHEMBL1914	P06276	Butyrylcholinesterase	92.20%	95.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.65%	97.25%
CHEMBL2535	P11166	Glucose transporter	91.24%	98.75%
CHEMBL4208	P20618	Proteasome component C5	90.45%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.36%	99.23%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	88.78%	89.44%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.72%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.91%	86.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.70%	95.83%
CHEMBL5028	O14672	ADAM10	86.42%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.95%	96.47%
CHEMBL4302	P08183	P-glycoprotein 1	85.84%	92.98%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.39%	94.08%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	84.91%	90.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.23%	90.71%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	84.20%	95.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.42%	92.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.69%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.59%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.73%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.61%	97.50%
CHEMBL4444	P04070	Vitamin K-dependent protein C	80.46%	93.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.40%	95.89%

Plants that contains it

• Kopsia dasyrachis

Cross-Links

• PubChem: 102156619
• LOTUS: LTS0067282
• wikiData: Q105180812