(1S)-1-methyl-3,13,21-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: 5a8b92a3-1e1f-42b8-bef4-588b16349d4d
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: (1S)-1-methyl-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15,17,19-heptaen-14-one
• SMILES (Canonical): CC12C3=C(CCN1C(=O)C4=CC=CC=C4N2)C5=CC=CC=C5N3
• SMILES (Isomeric): C[C@@]12C3=C(CCN1C(=O)C4=CC=CC=C4N2)C5=CC=CC=C5N3
• InChI: InChI=1S/C19H17N3O/c1-19-17-13(12-6-2-4-8-15(12)20-17)10-11-22(19)18(23)14-7-3-5-9-16(14)21-19/h2-9,20-21H,10-11H2,1H3/t19-/m0/s1
• InChI Key: LMOSUFDFLANUFZ-IBGZPJMESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₇N₃O
• Molecular Weight: 303.40 g/mol
• Exact Mass: 303.137162174 g/mol
• Topological Polar Surface Area (TPSA): 48.10 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9782	97.82%
Caco-2	+	0.7279	72.79%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4778	47.78%
OATP2B1 inhibitior	-	0.7085	70.85%
OATP1B1 inhibitior	+	0.9057	90.57%
OATP1B3 inhibitior	+	0.9435	94.35%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5066	50.66%
BSEP inhibitior	+	0.9001	90.01%
P-glycoprotein inhibitior	-	0.6711	67.11%
P-glycoprotein substrate	-	0.7134	71.34%
CYP3A4 substrate	+	0.6332	63.32%
CYP2C9 substrate	+	0.6211	62.11%
CYP2D6 substrate	-	0.8519	85.19%
CYP3A4 inhibition	+	0.5859	58.59%
CYP2C9 inhibition	-	0.7574	75.74%
CYP2C19 inhibition	-	0.7404	74.04%
CYP2D6 inhibition	-	0.8083	80.83%
CYP1A2 inhibition	+	0.6404	64.04%
CYP2C8 inhibition	-	0.8348	83.48%
CYP inhibitory promiscuity	+	0.5789	57.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6571	65.71%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9963	99.63%
Skin irritation	-	0.7895	78.95%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7781	77.81%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8913	89.13%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.6849	68.49%
Acute Oral Toxicity (c)	II	0.5353	53.53%
Estrogen receptor binding	+	0.8918	89.18%
Androgen receptor binding	+	0.5807	58.07%
Thyroid receptor binding	+	0.5903	59.03%
Glucocorticoid receptor binding	+	0.5379	53.79%
Aromatase binding	+	0.8276	82.76%
PPAR gamma	+	0.7113	71.13%
Honey bee toxicity	-	0.9068	90.68%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	-	0.4406	44.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.52%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.18%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.87%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.11%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.36%	93.40%
CHEMBL3310	Q96DB2	Histone deacetylase 11	90.39%	88.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.31%	99.23%
CHEMBL2535	P11166	Glucose transporter	88.15%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.61%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.59%	89.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	86.00%	94.66%
CHEMBL221	P23219	Cyclooxygenase-1	85.88%	90.17%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.80%	96.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.75%	80.78%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	84.54%	92.67%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.14%	82.69%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.83%	91.71%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	83.29%	81.14%
CHEMBL1937	Q92769	Histone deacetylase 2	83.12%	94.75%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	82.95%	95.48%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.78%	96.77%
CHEMBL1951	P21397	Monoamine oxidase A	82.27%	91.49%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.29%	93.03%
CHEMBL5979	P05186	Alkaline phosphatase, tissue-nonspecific isozyme	81.17%	85.40%
CHEMBL333	P08253	Matrix metalloproteinase-2	80.45%	96.31%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.29%	94.78%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.17%	96.67%

Plants that contains it

• Mallotus philippensis

Cross-Links

• PubChem: 5316828
• NPASS: NPC196252