(E)-2-[(5S,7S,9S)-9-hydroxy-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: 084219fb-f942-4172-8084-7d51b617b96c
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: (E)-2-[(5S,7S,9S)-9-hydroxy-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(CCN2)C4=CC=CC=C4N3C(C1)O
• SMILES (Isomeric): C/C=C(/C=O)\[C@H]1C[C@H]2C3=C(CCN2)C4=CC=CC=C4N3[C@H](C1)O
• InChI: InChI=1S/C19H22N2O2/c1-2-12(11-22)13-9-16-19-15(7-8-20-16)14-5-3-4-6-17(14)21(19)18(23)10-13/h2-6,11,13,16,18,20,23H,7-10H2,1H3/b12-2-/t13-,16-,18-/m0/s1
• InChI Key: YQIYGKCKHVXNPT-JQPPFCHESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂N₂O₂
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.168127949 g/mol
• Topological Polar Surface Area (TPSA): 54.30 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	+	0.8158	81.58%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6977	69.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9000	90.00%
OATP1B3 inhibitior	+	0.9435	94.35%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.5658	56.58%
P-glycoprotein inhibitior	-	0.7230	72.30%
P-glycoprotein substrate	-	0.5591	55.91%
CYP3A4 substrate	+	0.6420	64.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7543	75.43%
CYP3A4 inhibition	-	0.6467	64.67%
CYP2C9 inhibition	-	0.7619	76.19%
CYP2C19 inhibition	-	0.7541	75.41%
CYP2D6 inhibition	-	0.7822	78.22%
CYP1A2 inhibition	-	0.5845	58.45%
CYP2C8 inhibition	-	0.6295	62.95%
CYP inhibitory promiscuity	-	0.5716	57.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6402	64.02%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9871	98.71%
Skin irritation	-	0.8014	80.14%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7833	78.33%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8721	87.21%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7277	72.77%
Acute Oral Toxicity (c)	III	0.6133	61.33%
Estrogen receptor binding	+	0.7878	78.78%
Androgen receptor binding	+	0.5288	52.88%
Thyroid receptor binding	+	0.7085	70.85%
Glucocorticoid receptor binding	-	0.5980	59.80%
Aromatase binding	+	0.6806	68.06%
PPAR gamma	+	0.5866	58.66%
Honey bee toxicity	-	0.8599	85.99%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.3755	37.55%

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	97.51%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.34%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.11%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.20%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	90.44%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.21%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.48%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.41%	99.23%
CHEMBL228	P31645	Serotonin transporter	85.42%	95.51%
CHEMBL5028	O14672	ADAM10	81.54%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.75%	86.33%

Plants that contains it

• Strychnos johnsonii

Cross-Links

• PubChem: 163187206
• LOTUS: LTS0039433
• wikiData: Q105352239