Arundarine

Details

• Internal ID: 096b8a5f-615c-4ba1-b411-9f5168328b39
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 5-[3-[2-(dimethylamino)ethyl]indol-1-yl]-2-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-6-ol
• SMILES (Canonical): CN1CCC2=C(C1)NC3=C2C(=C(C=C3)O)N4C=C(C5=CC=CC=C54)CCN(C)C
• SMILES (Isomeric): CN1CCC2=C(C1)NC3=C2C(=C(C=C3)O)N4C=C(C5=CC=CC=C54)CCN(C)C
• InChI: InChI=1S/C24H28N4O/c1-26(2)12-10-16-14-28(21-7-5-4-6-17(16)21)24-22(29)9-8-19-23(24)18-11-13-27(3)15-20(18)25-19/h4-9,14,25,29H,10-13,15H2,1-3H3
• InChI Key: YWSNCWVMQPGFQY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈N₄O
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.22631153 g/mol
• Topological Polar Surface Area (TPSA): 47.40 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.91
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.6471	64.71%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Nucleus	0.5737	57.37%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8977	89.77%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8516	85.16%
P-glycoprotein inhibitior	+	0.8763	87.63%
P-glycoprotein substrate	+	0.7175	71.75%
CYP3A4 substrate	+	0.7061	70.61%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	+	0.6484	64.84%
CYP3A4 inhibition	-	0.8425	84.25%
CYP2C9 inhibition	-	0.8726	87.26%
CYP2C19 inhibition	-	0.7286	72.86%
CYP2D6 inhibition	+	0.5264	52.64%
CYP1A2 inhibition	-	0.6380	63.80%
CYP2C8 inhibition	-	0.7443	74.43%
CYP inhibitory promiscuity	+	0.6238	62.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6912	69.12%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.9843	98.43%
Skin irritation	-	0.7474	74.74%
Skin corrosion	-	0.9122	91.22%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8164	81.64%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8810	88.10%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.9499	94.99%
Acute Oral Toxicity (c)	III	0.7062	70.62%
Estrogen receptor binding	+	0.5916	59.16%
Androgen receptor binding	+	0.6382	63.82%
Thyroid receptor binding	+	0.8191	81.91%
Glucocorticoid receptor binding	+	0.7184	71.84%
Aromatase binding	+	0.6798	67.98%
PPAR gamma	+	0.6446	64.46%
Honey bee toxicity	-	0.8761	87.61%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9199	91.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3192	Q9BY41	Histone deacetylase 8	99.38%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.03%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.76%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.02%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.65%	95.56%
CHEMBL1914	P06276	Butyrylcholinesterase	96.93%	95.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.97%	90.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.48%	89.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	93.23%	91.79%
CHEMBL2535	P11166	Glucose transporter	92.57%	98.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.45%	93.40%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	92.04%	90.71%
CHEMBL3310	Q96DB2	Histone deacetylase 11	91.15%	88.56%
CHEMBL255	P29275	Adenosine A2b receptor	91.13%	98.59%
CHEMBL240	Q12809	HERG	90.58%	89.76%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.52%	91.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	90.43%	93.10%
CHEMBL1978	P11511	Cytochrome P450 19A1	89.74%	91.76%
CHEMBL220	P22303	Acetylcholinesterase	87.92%	94.45%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	87.30%	96.67%
CHEMBL204	P00734	Thrombin	86.96%	96.01%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.30%	97.50%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	84.20%	85.49%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	83.60%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.48%	97.25%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.65%	96.25%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	82.59%	98.11%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.42%	93.65%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.29%	95.83%
CHEMBL4208	P20618	Proteasome component C5	81.56%	90.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.54%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.10%	94.45%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.69%	85.11%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.04%	95.34%

Plants that contains it

• Arundo donax

Cross-Links

• PubChem: 12990746
• NPASS: NPC21014
• LOTUS: LTS0234243
• wikiData: Q105367148