Kopsinine

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	99f226fa-e14b-4d79-806f-11cc2c9a0669
Taxonomy	Alkaloids and derivatives > Aspidofractine alkaloids
IUPAC Name	methyl (1R,9R,16R,18R,21S)-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)C1CC23CCCN4C2C5(C1(CC3)NC6=CC=CC=C65)CC4
SMILES (Isomeric)	COC(=O)[C@@H]1C[C@]23CCCN4[C@@H]2[C@@]5([C@]1(CC3)NC6=CC=CC=C65)CC4
InChI	InChI=1S/C21H26N2O2/c1-25-17(24)15-13-19-7-4-11-23-12-10-20(18(19)23)14-5-2-3-6-16(14)22-21(15,20)9-8-19/h2-3,5-6,15,18,22H,4,7-13H2,1H3/t15-,18-,19+,20+,21+/m0/s1
InChI Key	IYLRRIUNGGQRTN-NWRWZVFGSA-N
Popularity	14 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₂₆N₂O₂
Molecular Weight	338.40 g/mol
Exact Mass	338.199428076 g/mol
Topological Polar Surface Area (TPSA)	41.60 Å²
XlogP	2.90
Atomic LogP (AlogP)	2.93
H-Bond Acceptor	4
H-Bond Donor	1
Rotatable Bonds	1

Synonyms

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559-51-3

SCHEMBL1228938

CHEMBL4790316

CHEBI:68094

DTXSID30971299

methyl (1R,9R,16R,18R,21S)-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3,5,7-triene-18-carboxylate

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9842	98.42%
Caco-2	+	0.7465	74.65%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5197	51.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9056	90.56%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.6086	60.86%
P-glycoprotein inhibitior	-	0.8127	81.27%
P-glycoprotein substrate	-	0.5060	50.60%
CYP3A4 substrate	+	0.6499	64.99%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	+	0.4380	43.80%
CYP3A4 inhibition	+	0.6098	60.98%
CYP2C9 inhibition	-	0.8207	82.07%
CYP2C19 inhibition	-	0.8468	84.68%
CYP2D6 inhibition	+	0.6889	68.89%
CYP1A2 inhibition	+	0.5687	56.87%
CYP2C8 inhibition	-	0.7759	77.59%
CYP inhibitory promiscuity	-	0.8625	86.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6682	66.82%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9964	99.64%
Skin irritation	-	0.7567	75.67%
Skin corrosion	-	0.9255	92.55%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3810	38.10%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5823	58.23%
skin sensitisation	-	0.8608	86.08%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5547	55.47%
Acute Oral Toxicity (c)	II	0.5358	53.58%
Estrogen receptor binding	-	0.4908	49.08%
Androgen receptor binding	+	0.7552	75.52%
Thyroid receptor binding	+	0.5190	51.90%
Glucocorticoid receptor binding	+	0.5587	55.87%
Aromatase binding	+	0.5988	59.88%
PPAR gamma	-	0.6130	61.30%
Honey bee toxicity	-	0.8989	89.89%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.7618	76.18%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	96.75%	96.09%
CHEMBL4208	P20618	Proteasome component C5	93.07%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.82%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.74%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.44%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.17%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.54%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.66%	93.03%
CHEMBL5028	O14672	ADAM10	86.43%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.29%	99.23%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Melodinus reticulatus