5-[4-(7,8-dihydroxyquinolin-5-yl)-1-[3-[(3R)-3-methylazecan-1-yl]propyl]pyrrol-3-yl]quinoline-7,8-diol

Details

• Internal ID: d6bdb45c-6369-4dbb-a77a-67fdf93c9c78
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Hydroxyquinolines
• IUPAC Name: 5-[4-(7,8-dihydroxyquinolin-5-yl)-1-[3-[(3R)-3-methylazecan-1-yl]propyl]pyrrol-3-yl]quinoline-7,8-diol
• SMILES (Canonical): CC1CCCCCCCN(C1)CCCN2C=C(C(=C2)C3=CC(=C(C4=C3C=CC=N4)O)O)C5=CC(=C(C6=C5C=CC=N6)O)O
• SMILES (Isomeric): C[C@@H]1CCCCCCCN(C1)CCCN2C=C(C(=C2)C3=CC(=C(C4=C3C=CC=N4)O)O)C5=CC(=C(C6=C5C=CC=N6)O)O
• InChI: InChI=1S/C35H40N4O4/c1-23-10-5-3-2-4-6-15-38(20-23)16-9-17-39-21-28(26-18-30(40)34(42)32-24(26)11-7-13-36-32)29(22-39)27-19-31(41)35(43)33-25(27)12-8-14-37-33/h7-8,11-14,18-19,21-23,40-43H,2-6,9-10,15-17,20H2,1H3/t23-/m1/s1
• InChI Key: LXQYEHATTLKGJN-HSZRJFAPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₀N₄O₄
• Molecular Weight: 580.70 g/mol
• Exact Mass: 580.30495577 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 7.42
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• RefChem:922707
• 221367-90-4
• 5-(4-(7,8-dihydroxyquinolin-5-yl)-1-(3-((3R)-3-methylazecan-1-yl)propyl)pyrrol-3-yl)quinoline-7,8-diol
• 5-(4-(7,8-dihydroxyquinolin-5-yl)-1-(3-((3S)-3-methylazecan-1-yl)propyl)pyrrol-3-yl)quinoline-7,8-diol
• 5-(4-(7,8-dihydroxyquinolin-5-yl)-1-(3-(3-methylazecan-1-yl)propyl)pyrrol-3-yl)quinoline-7,8-diol
• SCHEMBL29634156

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9060	90.60%
Caco-2	-	0.8825	88.25%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7100	71.00%
OATP2B1 inhibitior	-	0.7161	71.61%
OATP1B1 inhibitior	+	0.8966	89.66%
OATP1B3 inhibitior	+	0.9352	93.52%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9882	98.82%
P-glycoprotein inhibitior	+	0.8156	81.56%
P-glycoprotein substrate	+	0.7658	76.58%
CYP3A4 substrate	+	0.6621	66.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4139	41.39%
CYP3A4 inhibition	-	0.6461	64.61%
CYP2C9 inhibition	-	0.8900	89.00%
CYP2C19 inhibition	-	0.8813	88.13%
CYP2D6 inhibition	-	0.8779	87.79%
CYP1A2 inhibition	-	0.6923	69.23%
CYP2C8 inhibition	+	0.4454	44.54%
CYP inhibitory promiscuity	+	0.5900	59.00%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6388	63.88%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9259	92.59%
Skin irritation	-	0.7829	78.29%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8743	87.43%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.6093	60.93%
skin sensitisation	-	0.8767	87.67%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.9800	98.00%
Acute Oral Toxicity (c)	III	0.6493	64.93%
Estrogen receptor binding	+	0.7575	75.75%
Androgen receptor binding	+	0.8017	80.17%
Thyroid receptor binding	+	0.6310	63.10%
Glucocorticoid receptor binding	+	0.6333	63.33%
Aromatase binding	+	0.7768	77.68%
PPAR gamma	+	0.7393	73.93%
Honey bee toxicity	-	0.9661	96.61%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9133	91.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.34%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.05%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.45%	85.14%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	95.80%	93.10%
CHEMBL1951	P21397	Monoamine oxidase A	95.76%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.21%	89.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	92.84%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.08%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.92%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.86%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.00%	95.89%
CHEMBL5805	Q9NR97	Toll-like receptor 8	89.37%	96.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.16%	94.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.11%	95.17%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	87.63%	95.34%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.51%	99.15%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	86.32%	91.81%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	85.83%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.56%	97.25%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.15%	98.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.05%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.87%	93.99%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.61%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.07%	99.23%
CHEMBL3105	P09874	Poly [ADP-ribose] polymerase-1	83.03%	93.90%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.79%	82.69%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.63%	90.24%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.15%	89.62%
CHEMBL3524	P56524	Histone deacetylase 4	81.94%	92.97%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.63%	99.18%
CHEMBL1938212	Q9UPP1	Histone lysine demethylase PHF8	81.57%	98.33%
CHEMBL2535	P11166	Glucose transporter	81.23%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 136731130
• LOTUS: LTS0054299
• wikiData: Q105159032