(1R)-19-[(1R)-1-hydroxyethyl]-3,13,17-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15,17,19-heptaen-14-one

Details

• Internal ID: 5b59e77d-5be8-439a-8697-7754cfc8404a
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: (1R)-19-[(1R)-1-hydroxyethyl]-3,13,17-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15,17,19-heptaen-14-one
• SMILES (Canonical): CC(C1=C2CC3C4=C(CCN3C(=O)C2=CN=C1)C5=CC=CC=C5N4)O
• SMILES (Isomeric): C[C@H](C1=C2C[C@@H]3C4=C(CCN3C(=O)C2=CN=C1)C5=CC=CC=C5N4)O
• InChI: InChI=1S/C20H19N3O2/c1-11(24)15-9-21-10-16-14(15)8-18-19-13(6-7-23(18)20(16)25)12-4-2-3-5-17(12)22-19/h2-5,9-11,18,22,24H,6-8H2,1H3/t11-,18-/m1/s1
• InChI Key: VYYUHEYCBMBYKP-ADLMAVQZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₉N₃O₂
• Molecular Weight: 333.40 g/mol
• Exact Mass: 333.147726857 g/mol
• Topological Polar Surface Area (TPSA): 69.20 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9846	98.46%
Caco-2	+	0.5509	55.09%
Blood Brain Barrier	+	0.8379	83.79%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.9014	90.14%
OATP2B1 inhibitior	-	0.7155	71.55%
OATP1B1 inhibitior	+	0.9034	90.34%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.8040	80.40%
P-glycoprotein inhibitior	-	0.6880	68.80%
P-glycoprotein substrate	-	0.5297	52.97%
CYP3A4 substrate	+	0.6474	64.74%
CYP2C9 substrate	-	0.7853	78.53%
CYP2D6 substrate	-	0.8341	83.41%
CYP3A4 inhibition	-	0.6201	62.01%
CYP2C9 inhibition	-	0.8498	84.98%
CYP2C19 inhibition	-	0.8817	88.17%
CYP2D6 inhibition	-	0.5938	59.38%
CYP1A2 inhibition	-	0.6274	62.74%
CYP2C8 inhibition	-	0.6551	65.51%
CYP inhibitory promiscuity	+	0.6191	61.91%
UGT catelyzed	+	0.7159	71.59%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6740	67.40%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9875	98.75%
Skin irritation	-	0.8255	82.55%
Skin corrosion	-	0.9571	95.71%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5568	55.68%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9126	91.26%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7237	72.37%
Acute Oral Toxicity (c)	II	0.4887	48.87%
Estrogen receptor binding	+	0.7709	77.09%
Androgen receptor binding	+	0.5951	59.51%
Thyroid receptor binding	+	0.7020	70.20%
Glucocorticoid receptor binding	+	0.7461	74.61%
Aromatase binding	+	0.5792	57.92%
PPAR gamma	-	0.5329	53.29%
Honey bee toxicity	-	0.8804	88.04%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.4246	42.46%

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	99.14%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.95%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.72%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	97.47%	91.49%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.33%	93.40%
CHEMBL2535	P11166	Glucose transporter	95.61%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.94%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.10%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.69%	91.11%
CHEMBL3310	Q96DB2	Histone deacetylase 11	90.58%	88.56%
CHEMBL213	P08588	Beta-1 adrenergic receptor	89.29%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.65%	90.08%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	87.10%	85.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.12%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.96%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	85.74%	92.98%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.51%	93.99%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.70%	98.46%
CHEMBL255	P29275	Adenosine A2b receptor	83.52%	98.59%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.56%	94.45%
CHEMBL1907	P15144	Aminopeptidase N	81.39%	93.31%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.36%	96.67%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.28%	93.65%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.65%	93.03%
CHEMBL2424504	P29375	Lysine-specific demethylase 5A	80.63%	99.23%
CHEMBL5028	O14672	ADAM10	80.47%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.07%	90.71%

Plants that contains it

• Bazzania trilobata
• Lepidozia incurvata

Cross-Links

• PubChem: 163092299
• LOTUS: LTS0266282
• wikiData: Q105256635