(1S,12S,13R,17R)-7-methoxy-3,19-dimethyl-15-oxa-3,19-diazapentacyclo[10.6.1.02,10.04,9.013,17]nonadeca-2(10),4(9),5,7-tetraen-16-one

Details

• Internal ID: b0f2baa2-7fc1-48d7-b3f1-930e38212c9a
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: (1S,12S,13R,17R)-7-methoxy-3,19-dimethyl-15-oxa-3,19-diazapentacyclo[10.6.1.02,10.04,9.013,17]nonadeca-2(10),4(9),5,7-tetraen-16-one
• SMILES (Canonical): CN1C2CC3C(C1CC4=C2N(C5=C4C=C(C=C5)OC)C)COC3=O
• SMILES (Isomeric): CN1[C@H]2C[C@@H]3[C@H]([C@@H]1CC4=C2N(C5=C4C=C(C=C5)OC)C)COC3=O
• InChI: InChI=1S/C19H22N2O3/c1-20-16-7-12-11-6-10(23-3)4-5-15(11)21(2)18(12)17(20)8-13-14(16)9-24-19(13)22/h4-6,13-14,16-17H,7-9H2,1-3H3/t13-,14-,16+,17+/m1/s1
• InChI Key: QBWRCKLMBISIJV-JHNDHUHGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂N₂O₃
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.16304257 g/mol
• Topological Polar Surface Area (TPSA): 43.70 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	+	0.8415	84.15%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4669	46.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9257	92.57%
OATP1B3 inhibitior	+	0.9313	93.13%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.7355	73.55%
P-glycoprotein inhibitior	-	0.6808	68.08%
P-glycoprotein substrate	+	0.6424	64.24%
CYP3A4 substrate	+	0.6508	65.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4866	48.66%
CYP3A4 inhibition	+	0.6281	62.81%
CYP2C9 inhibition	-	0.8801	88.01%
CYP2C19 inhibition	-	0.6407	64.07%
CYP2D6 inhibition	-	0.5570	55.70%
CYP1A2 inhibition	+	0.7156	71.56%
CYP2C8 inhibition	-	0.7272	72.72%
CYP inhibitory promiscuity	+	0.7252	72.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6275	62.75%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9901	99.01%
Skin irritation	-	0.8337	83.37%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7691	76.91%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5306	53.06%
skin sensitisation	-	0.8919	89.19%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6172	61.72%
Acute Oral Toxicity (c)	III	0.6167	61.67%
Estrogen receptor binding	+	0.8075	80.75%
Androgen receptor binding	+	0.7438	74.38%
Thyroid receptor binding	-	0.5314	53.14%
Glucocorticoid receptor binding	+	0.7043	70.43%
Aromatase binding	-	0.4927	49.27%
PPAR gamma	-	0.6118	61.18%
Honey bee toxicity	-	0.6988	69.88%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9437	94.37%

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	97.21%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.56%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.49%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.69%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.87%	94.00%
CHEMBL1907	P15144	Aminopeptidase N	91.31%	93.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.80%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	89.74%	91.49%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.93%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.42%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.97%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.70%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.64%	86.33%
CHEMBL2535	P11166	Glucose transporter	85.51%	98.75%
CHEMBL255	P29275	Adenosine A2b receptor	85.46%	98.59%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.50%	99.15%
CHEMBL1871	P10275	Androgen Receptor	83.78%	96.43%
CHEMBL226	P30542	Adenosine A1 receptor	83.75%	95.93%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.03%	96.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.49%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.39%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.35%	86.92%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.07%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.47%	95.89%

Plants that contains it

• Alstonia angustifolia

Cross-Links

• PubChem: 118715143
• LOTUS: LTS0213611
• wikiData: Q105218051