Qinichelin

Details

• Internal ID: db915a9d-7cd0-4292-ad84-f992c9e903e6
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: N-[(2R)-1-[[(2S)-5-amino-1-[[(2R)-1-[[(2S)-1-[[(4S)-4-amino-5-[[(3S)-1-hydroxy-2-oxopiperidin-3-yl]amino]-5-oxopentyl]-hydroxyamino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]-2,3-dihydroxybenzamide
• SMILES (Canonical): C1CC(C(=O)N(C1)O)NC(=O)C(CCCN(C(=O)C(CO)NC(=O)C(CO)NC(=O)C(CCCN)NC(=O)C(CO)NC(=O)C2=C(C(=CC=C2)O)O)O)N
• SMILES (Isomeric): C1C[C@@H](C(=O)N(C1)O)NC(=O)[C@H](CCCN(C(=O)[C@H](CO)NC(=O)[C@@H](CO)NC(=O)[C@H](CCCN)NC(=O)[C@@H](CO)NC(=O)C2=C(C(=CC=C2)O)O)O)N
• InChI: InChI=1S/C31H49N9O14/c32-10-2-7-18(34-28(49)20(13-41)36-25(46)16-5-1-9-23(44)24(16)45)27(48)37-21(14-42)29(50)38-22(15-43)31(52)40(54)11-3-6-17(33)26(47)35-19-8-4-12-39(53)30(19)51/h1,5,9,17-22,41-45,53-54H,2-4,6-8,10-15,32-33H2,(H,34,49)(H,35,47)(H,36,46)(H,37,48)(H,38,50)/t17-,18-,19-,20+,21+,22-/m0/s1
• InChI Key: SSYRELOFMYAWQU-PZENNZQWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₉N₉O₁₄
• Molecular Weight: 771.80 g/mol
• Exact Mass: 771.33989727 g/mol
• Topological Polar Surface Area (TPSA): 380.00 Ų
• XlogP: -5.30
• Atomic LogP (AlogP): -5.81
• H-Bond Acceptor: 16
• H-Bond Donor: 14
• Rotatable Bonds: 21

Synonyms

• N-[(2R)-1-[[(2S)-5-amino-1-[[(2R)-1-[[(2S)-1-[[(4S)-4-amino-5-[[(3S)-1-hydroxy-2-oxopiperidin-3-yl]amino]-5-oxopentyl]-hydroxyamino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]-2,3-dihydroxybenzamide
• (2S)-5-Amino-N-((1R)-1-(((1S)-1-(((4S)-4-amino-4-(((3S)-1-hydroxy-2-oxopiperidin-3-yl)-C-hydroxycarbonimidoyl)butyl)(hydroxy)carbamoyl)-2-hydroxyethyl)-C-hydroxycarbonimidoyl)-2-hydroxyethyl)-2-(((2R)-2-(((2,3-dihydroxyphenyl)(hydroxy)methylidene)amino)-1,3-dihydroxypropylidene)amino)pentanimidate
• (2S)-5-Amino-N-[(1R)-1-{[(1S)-1-{[(4S)-4-amino-4-{[(3S)-1-hydroxy-2-oxopiperidin-3-yl]-C-hydroxycarbonimidoyl}butyl](hydroxy)carbamoyl}-2-hydroxyethyl]-C-hydroxycarbonimidoyl}-2-hydroxyethyl]-2-{[(2R)-2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-1,3-dihydroxypropylidene]amino}pentanimidate
• N-((2R)-1-(((2S)-5-amino-1-(((2R)-1-(((2S)-1-(((4S)-4-amino-5-(((3S)-1-hydroxy-2-oxopiperidin-3-yl)amino)-5-oxopentyl)-hydroxyamino)-3-hydroxy-1-oxopropan-2-yl)amino)-3-hydroxy-1-oxopropan-2-yl)amino)-1-oxopentan-2-yl)amino)-3-hydroxy-1-oxopropan-2-yl)-2,3-dihydroxybenzamide
• RefChem:178009
• CHEBI:219028

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5924	59.24%
Caco-2	-	0.8732	87.32%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Nucleus	0.5576	55.76%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8927	89.27%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7706	77.06%
P-glycoprotein inhibitior	+	0.7277	72.77%
P-glycoprotein substrate	+	0.8431	84.31%
CYP3A4 substrate	+	0.6895	68.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8155	81.55%
CYP3A4 inhibition	-	0.6555	65.55%
CYP2C9 inhibition	-	0.8196	81.96%
CYP2C19 inhibition	-	0.8056	80.56%
CYP2D6 inhibition	-	0.8670	86.70%
CYP1A2 inhibition	-	0.8531	85.31%
CYP2C8 inhibition	+	0.4481	44.81%
CYP inhibitory promiscuity	-	0.9351	93.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.5779	57.79%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.9050	90.50%
Skin irritation	-	0.7574	75.74%
Skin corrosion	-	0.9269	92.69%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4683	46.83%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.6166	61.66%
skin sensitisation	-	0.8460	84.60%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6219	62.19%
Acute Oral Toxicity (c)	III	0.6165	61.65%
Estrogen receptor binding	+	0.7891	78.91%
Androgen receptor binding	+	0.7034	70.34%
Thyroid receptor binding	-	0.4913	49.13%
Glucocorticoid receptor binding	-	0.4885	48.85%
Aromatase binding	+	0.6163	61.63%
PPAR gamma	+	0.6917	69.17%
Honey bee toxicity	-	0.8527	85.27%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.8246	82.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.20%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.23%	96.09%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	96.79%	98.33%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	96.26%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.86%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.85%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.43%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.04%	97.09%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	92.19%	82.86%
CHEMBL2514	O95665	Neurotensin receptor 2	91.88%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.71%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.57%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.78%	90.08%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.44%	90.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.20%	92.88%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.16%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	85.01%	91.19%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	84.53%	95.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.51%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.00%	98.05%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.95%	93.03%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.45%	94.33%
CHEMBL5028	O14672	ADAM10	83.00%	97.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.97%	96.38%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.81%	91.24%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.14%	88.56%
CHEMBL1255126	O15151	Protein Mdm4	81.09%	90.20%
CHEMBL3837	P07711	Cathepsin L	81.02%	96.61%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.80%	99.15%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.69%	93.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.61%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.52%	97.14%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	80.19%	83.14%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.16%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684528
• LOTUS: LTS0176655
• wikiData: Q105260037