(E)-2-[(5S,7S,9R)-9-hydroxy-4-methyl-4,10-diazatetracyclo[8.6.1.05,17.011,16]heptadeca-1(17),11,13,15-tetraen-7-yl]but-2-enal

Details

• Internal ID: 22103e83-1383-4b4d-ae7e-512756854617
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: (E)-2-[(5S,7S,9R)-9-hydroxy-4-methyl-4,10-diazatetracyclo[8.6.1.05,17.011,16]heptadeca-1(17),11,13,15-tetraen-7-yl]but-2-enal
• SMILES (Canonical): CC=C(C=O)C1CC2C3=C(CCN2C)C4=CC=CC=C4N3C(C1)O
• SMILES (Isomeric): C/C=C(/C=O)\[C@H]1C[C@H]2C3=C(CCN2C)C4=CC=CC=C4N3[C@@H](C1)O
• InChI: InChI=1S/C20H24N2O2/c1-3-13(12-23)14-10-18-20-16(8-9-21(18)2)15-6-4-5-7-17(15)22(20)19(24)11-14/h3-7,12,14,18-19,24H,8-11H2,1-2H3/b13-3-/t14-,18-,19+/m0/s1
• InChI Key: LGSDYQBPJKYJCT-MFZZYFOXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄N₂O₂
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.183778013 g/mol
• Topological Polar Surface Area (TPSA): 45.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.9269	92.69%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5703	57.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8955	89.55%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5908	59.08%
P-glycoprotein inhibitior	-	0.6897	68.97%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6722	67.22%
CYP2C9 substrate	-	0.8123	81.23%
CYP2D6 substrate	-	0.6822	68.22%
CYP3A4 inhibition	-	0.7735	77.35%
CYP2C9 inhibition	-	0.8272	82.72%
CYP2C19 inhibition	-	0.7867	78.67%
CYP2D6 inhibition	-	0.7176	71.76%
CYP1A2 inhibition	-	0.6856	68.56%
CYP2C8 inhibition	-	0.7367	73.67%
CYP inhibitory promiscuity	-	0.8755	87.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7081	70.81%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9921	99.21%
Skin irritation	-	0.7721	77.21%
Skin corrosion	-	0.9248	92.48%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8942	89.42%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.6051	60.51%
skin sensitisation	-	0.8677	86.77%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7972	79.72%
Acute Oral Toxicity (c)	III	0.6268	62.68%
Estrogen receptor binding	+	0.7102	71.02%
Androgen receptor binding	-	0.4896	48.96%
Thyroid receptor binding	+	0.5779	57.79%
Glucocorticoid receptor binding	-	0.4806	48.06%
Aromatase binding	+	0.6029	60.29%
PPAR gamma	-	0.5779	57.79%
Honey bee toxicity	-	0.8813	88.13%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.8565	85.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.41%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.01%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.65%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.10%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.77%	85.14%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	88.48%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.74%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.54%	99.23%
CHEMBL2056	P21728	Dopamine D1 receptor	82.64%	91.00%
CHEMBL2581	P07339	Cathepsin D	80.04%	98.95%

Plants that contains it

• Strychnos vanprukii

Cross-Links

• PubChem: 162869289
• LOTUS: LTS0158887
• wikiData: Q105151561