16-Epiakuammiline

Details

• Internal ID: 073fdcd0-feef-4998-bc2a-a5c0e13fec63
• Taxonomy: Alkaloids and derivatives > Corynanthean-type alkaloids
• IUPAC Name: 18-O'-acetyl 18-O-methyl (1S,10S,12R,13E)-13-ethylidene-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18,18-dicarboxylate
• SMILES (Canonical): CC=C1CN2CCC34C5=CC=CC=C5N=C3C2CC1C4(C(=O)OC)C(=O)OC(=O)C
• SMILES (Isomeric): C/C=C\1/CN2CC[C@@]34C5=CC=CC=C5N=C3[C@@H]2C[C@H]1C4(C(=O)OC)C(=O)OC(=O)C
• InChI: InChI=1S/C23H24N2O5/c1-4-14-12-25-10-9-22-15-7-5-6-8-17(15)24-19(22)18(25)11-16(14)23(22,20(27)29-3)21(28)30-13(2)26/h4-8,16,18H,9-12H2,1-3H3/b14-4-/t16-,18+,22-,23?/m1/s1
• InChI Key: GSUAXYSDIZYHQW-IIEREXMUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄N₂O₅
• Molecular Weight: 408.40 g/mol
• Exact Mass: 408.16852187 g/mol
• Topological Polar Surface Area (TPSA): 85.30 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• CHEMBL398822

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9141	91.41%
Caco-2	+	0.6100	61.00%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7113	71.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9037	90.37%
OATP1B3 inhibitior	+	0.9290	92.90%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7728	77.28%
P-glycoprotein inhibitior	+	0.7468	74.68%
P-glycoprotein substrate	+	0.6433	64.33%
CYP3A4 substrate	+	0.6998	69.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7566	75.66%
CYP3A4 inhibition	-	0.7044	70.44%
CYP2C9 inhibition	-	0.7464	74.64%
CYP2C19 inhibition	-	0.8189	81.89%
CYP2D6 inhibition	-	0.6671	66.71%
CYP1A2 inhibition	-	0.6149	61.49%
CYP2C8 inhibition	+	0.5528	55.28%
CYP inhibitory promiscuity	-	0.8700	87.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6476	64.76%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.9882	98.82%
Skin irritation	-	0.7643	76.43%
Skin corrosion	-	0.9233	92.33%
Ames mutagenesis	-	0.5837	58.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3906	39.06%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5084	50.84%
skin sensitisation	-	0.8263	82.63%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.7205	72.05%
Acute Oral Toxicity (c)	III	0.6830	68.30%
Estrogen receptor binding	+	0.6370	63.70%
Androgen receptor binding	+	0.7414	74.14%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7004	70.04%
Aromatase binding	-	0.5921	59.21%
PPAR gamma	+	0.5434	54.34%
Honey bee toxicity	-	0.7730	77.30%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9827	98.27%

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	98.59%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.06%	91.11%
CHEMBL4208	P20618	Proteasome component C5	89.34%	90.00%
CHEMBL5028	O14672	ADAM10	87.07%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.72%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.67%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.30%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.36%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.05%	90.24%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.41%	82.38%
CHEMBL2581	P07339	Cathepsin D	82.38%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.13%	99.23%

Plants that contains it

• Kopsia singapurensis

Cross-Links

• PubChem: 44445384
• LOTUS: LTS0113074
• wikiData: Q105017772