(20R)-20-methyl-1,11,17-triazapentacyclo[10.8.1.02,7.08,21.014,19]henicosa-2,4,6,8(21),9,11,14(19),15,17-nonaen-13-one

Details

• Internal ID: e1e4b4dc-f49c-4c23-939c-65692aa5d4e6
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: (20R)-20-methyl-1,11,17-triazapentacyclo[10.8.1.02,7.08,21.014,19]henicosa-2,4,6,8(21),9,11,14(19),15,17-nonaen-13-one
• SMILES (Canonical): CC1C2=C(C=CN=C2)C(=O)C3=NC=CC4=C3N1C5=CC=CC=C45
• SMILES (Isomeric): C[C@@H]1C2=C(C=CN=C2)C(=O)C3=NC=CC4=C3N1C5=CC=CC=C45
• InChI: InChI=1S/C19H13N3O/c1-11-15-10-20-8-6-14(15)19(23)17-18-13(7-9-21-17)12-4-2-3-5-16(12)22(11)18/h2-11H,1H3/t11-/m1/s1
• InChI Key: QMKOAOIYISPULW-LLVKDONJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₃N₃O
• Molecular Weight: 299.30 g/mol
• Exact Mass: 299.105862047 g/mol
• Topological Polar Surface Area (TPSA): 47.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.74
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.7722	77.22%
Blood Brain Barrier	+	0.9379	93.79%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8076	80.76%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9391	93.91%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8567	85.67%
BSEP inhibitior	+	0.7715	77.15%
P-glycoprotein inhibitior	-	0.7256	72.56%
P-glycoprotein substrate	-	0.6719	67.19%
CYP3A4 substrate	+	0.6115	61.15%
CYP2C9 substrate	-	0.5914	59.14%
CYP2D6 substrate	-	0.8826	88.26%
CYP3A4 inhibition	+	0.5535	55.35%
CYP2C9 inhibition	-	0.7426	74.26%
CYP2C19 inhibition	-	0.6009	60.09%
CYP2D6 inhibition	-	0.6877	68.77%
CYP1A2 inhibition	+	0.8613	86.13%
CYP2C8 inhibition	+	0.6752	67.52%
CYP inhibitory promiscuity	+	0.7868	78.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5653	56.53%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9844	98.44%
Skin irritation	-	0.7452	74.52%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5513	55.13%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.7323	73.23%
skin sensitisation	-	0.9015	90.15%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8853	88.53%
Acute Oral Toxicity (c)	III	0.6985	69.85%
Estrogen receptor binding	+	0.7796	77.96%
Androgen receptor binding	+	0.5854	58.54%
Thyroid receptor binding	+	0.6459	64.59%
Glucocorticoid receptor binding	+	0.8559	85.59%
Aromatase binding	+	0.8853	88.53%
PPAR gamma	+	0.5490	54.90%
Honey bee toxicity	-	0.8696	86.96%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.7098	70.98%

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	97.84%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	96.48%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.27%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	94.94%	98.59%
CHEMBL2581	P07339	Cathepsin D	94.85%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.44%	99.23%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	92.10%	96.47%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	91.51%	96.67%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	91.22%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.55%	96.09%
CHEMBL2094121	P14867	GABA-A receptor; alpha-1/beta-3/gamma-2	89.10%	95.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.54%	95.83%
CHEMBL5024	Q13535	Serine-protein kinase ATR	86.29%	95.83%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.19%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.67%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.65%	90.08%
CHEMBL3384	Q16512	Protein kinase N1	82.82%	80.71%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.81%	100.00%
CHEMBL301	P24941	Cyclin-dependent kinase 2	82.40%	91.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.04%	93.65%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	81.97%	87.50%
CHEMBL3524	P56524	Histone deacetylase 4	80.43%	92.97%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.13%	97.33%

Plants that contains it

• Simira maxonii

Cross-Links

• PubChem: 101584263
• LOTUS: LTS0236020
• wikiData: Q104251167