Necthreonin A

Details

• Internal ID: d0061fc2-320f-4674-a2c5-056519cb2b2a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2S)-1-[2-[[(2S,3S)-2-[[(2S)-2-[[2-[[(2S)-2-acetamido-4-methylpentanoyl]amino]-2-methylpropanoyl]amino]propanoyl]amino]-3-methylpentanoyl]amino]-2-methylpropanoyl]-N-[(2S)-1-[[(2S)-1-[[2-[[(2S,3R)-3-hydroxy-1-[[(2S)-1-hydroxy-4-methylpentan-2-yl]amino]-1-oxobutan-2-yl]amino]-2-oxoethyl]amino]-2-methyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]pyrrolidine-2-carboxamide
• SMILES (Canonical): CCC(C)C(C(=O)NC(C)(C)C(=O)N1CCCC1C(=O)NC(CC(C)C)C(=O)NC(C)(CC)C(=O)NCC(=O)NC(C(C)O)C(=O)NC(CC(C)C)CO)NC(=O)C(C)NC(=O)C(C)(C)NC(=O)C(CC(C)C)NC(=O)C
• SMILES (Isomeric): CC[C@H](C)[C@@H](C(=O)NC(C)(C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(C)C)C(=O)N[C@@](C)(CC)C(=O)NCC(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(C)C)CO)NC(=O)[C@H](C)NC(=O)C(C)(C)NC(=O)[C@H](CC(C)C)NC(=O)C
• InChI: InChI=1S/C53H95N11O13/c1-18-31(9)40(60-42(69)32(10)55-48(75)51(13,14)61-43(70)36(24-29(5)6)56-34(12)67)47(74)62-52(15,16)50(77)64-22-20-21-38(64)45(72)58-37(25-30(7)8)44(71)63-53(17,19-2)49(76)54-26-39(68)59-41(33(11)66)46(73)57-35(27-65)23-28(3)4/h28-33,35-38,40-41,65-66H,18-27H2,1-17H3,(H,54,76)(H,55,75)(H,56,67)(H,57,73)(H,58,72)(H,59,68)(H,60,69)(H,61,70)(H,62,74)(H,63,71)/t31-,32-,33+,35-,36-,37-,38-,40-,41-,53-/m0/s1
• InChI Key: OUYPVHQJZQZJSV-SJEQYAIMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₉₅N₁₁O₁₃
• Molecular Weight: 1094.40 g/mol
• Exact Mass: 1093.71108213 g/mol
• Topological Polar Surface Area (TPSA): 352.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): -0.33
• H-Bond Acceptor: 13
• H-Bond Donor: 12
• Rotatable Bonds: 31

Synonyms

• RefChem:164970
• (2S)-1-(2-(((2S,3S)-2-(((2S)-2-((2-(((2S)-2-acetamido-4-methylpentanoyl)amino)-2-methylpropanoyl)amino)propanoyl)amino)-3-methylpentanoyl)amino)-2-methylpropanoyl)-N-((2S)-1-(((2S)-1-((2-(((2S,3R)-3-hydroxy-1-(((2S)-1-hydroxy-4-methylpentan-2-yl)amino)-1-oxobutan-2-yl)amino)-2-oxoethyl)amino)-2-methyl-1-oxobutan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)pyrrolidine-2-carboxamide
• (2S)-1-[2-[[(2S,3S)-2-[[(2S)-2-[[2-[[(2S)-2-acetamido-4-methylpentanoyl]amino]-2-methylpropanoyl]amino]propanoyl]amino]-3-methylpentanoyl]amino]-2-methylpropanoyl]-N-[(2S)-1-[[(2S)-1-[[2-[[(2S,3R)-3-hydroxy-1-[[(2S)-1-hydroxy-4-methylpentan-2-yl]amino]-1-oxobutan-2-yl]amino]-2-oxoethyl]amino]-2-methyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]pyrrolidine-2-carboxamide
• (2S)-N-((1S)-1-(((((1S,2R)-2-hydroxy-1-(((2S)-1-hydroxy-4-methylpentan-2-yl)-C-hydroxycarbonimidoyl)propyl)-C-hydroxycarbonimidoyl)methyl)-C-hydroxycarbonimidoyl)-1-methylpropyl)-2-((hydroxy((2S)-1-(2-(((2S,3S)-1-hydroxy-2-(((2S)-1-hydroxy-2-((1-hydroxy-2-(((2S)-1-hydroxy-2-((1-hydroxyethylidene)amino)-4-methylpentylidene)amino)-2-methylpropylidene)amino)propylidene)amino)-3-methylpentylidene)amino)-2-methylpropanoyl)pyrrolidin-2-yl)methylidene)amino)-4-methylpentanimidate
• (2S)-N-[(1S)-1-[({[(1S,2R)-2-hydroxy-1-{[(2S)-1-hydroxy-4-methylpentan-2-yl]-C-hydroxycarbonimidoyl}propyl]-C-hydroxycarbonimidoyl}methyl)-C-hydroxycarbonimidoyl]-1-methylpropyl]-2-({hydroxy[(2S)-1-(2-{[(2S,3S)-1-hydroxy-2-{[(2S)-1-hydroxy-2-[(1-hydroxy-2-{[(2S)-1-hydroxy-2-[(1-hydroxyethylidene)amino]-4-methylpentylidene]amino}-2-methylpropylidene)amino]propylidene]amino}-3-methylpentylidene]amino}-2-methylpropanoyl)pyrrolidin-2-yl]methylidene}amino)-4-methylpentanimidate
• CHEBI:215091

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7044	70.44%
Caco-2	-	0.8591	85.91%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5045	50.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8514	85.14%
OATP1B3 inhibitior	+	0.9214	92.14%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9456	94.56%
P-glycoprotein inhibitior	+	0.7425	74.25%
P-glycoprotein substrate	+	0.8550	85.50%
CYP3A4 substrate	+	0.7290	72.90%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.8357	83.57%
CYP3A4 inhibition	-	0.7980	79.80%
CYP2C9 inhibition	-	0.8917	89.17%
CYP2C19 inhibition	-	0.8000	80.00%
CYP2D6 inhibition	-	0.8901	89.01%
CYP1A2 inhibition	-	0.9193	91.93%
CYP2C8 inhibition	+	0.5784	57.84%
CYP inhibitory promiscuity	-	0.9307	93.07%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6186	61.86%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.8973	89.73%
Skin irritation	-	0.7882	78.82%
Skin corrosion	-	0.9000	90.00%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3820	38.20%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.5907	59.07%
skin sensitisation	-	0.8802	88.02%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4810	48.10%
Acute Oral Toxicity (c)	III	0.6426	64.26%
Estrogen receptor binding	+	0.7138	71.38%
Androgen receptor binding	+	0.7095	70.95%
Thyroid receptor binding	+	0.5802	58.02%
Glucocorticoid receptor binding	+	0.6478	64.78%
Aromatase binding	+	0.7089	70.89%
PPAR gamma	+	0.7725	77.25%
Honey bee toxicity	-	0.7725	77.25%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.6071	60.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.92%	98.95%
CHEMBL3837	P07711	Cathepsin L	99.04%	96.61%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	98.73%	98.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.61%	97.25%
CHEMBL1914	P06276	Butyrylcholinesterase	98.28%	95.00%
CHEMBL230	P35354	Cyclooxygenase-2	98.07%	89.63%
CHEMBL220	P22303	Acetylcholinesterase	97.89%	94.45%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.87%	98.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.57%	96.09%
CHEMBL2514	O95665	Neurotensin receptor 2	96.24%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.12%	93.56%
CHEMBL4625	Q07817	Apoptosis regulator Bcl-X	95.52%	99.77%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	95.44%	100.00%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	95.36%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	95.29%	97.14%
CHEMBL4588	P22894	Matrix metalloproteinase 8	95.20%	94.66%
CHEMBL237	P41145	Kappa opioid receptor	95.02%	98.10%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	94.63%	95.71%
CHEMBL321	P14780	Matrix metalloproteinase 9	94.50%	92.12%
CHEMBL3176	O43603	Galanin receptor 2	94.14%	98.89%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	93.62%	97.29%
CHEMBL340	P08684	Cytochrome P450 3A4	93.55%	91.19%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	93.08%	97.43%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.02%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	92.52%	100.00%
CHEMBL4123	P30989	Neurotensin receptor 1	92.41%	96.67%
CHEMBL2664	P23526	Adenosylhomocysteinase	92.09%	86.67%
CHEMBL333	P08253	Matrix metalloproteinase-2	91.61%	96.31%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	91.18%	95.52%
CHEMBL3437	Q16853	Amine oxidase, copper containing	90.49%	94.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	90.20%	97.47%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	90.19%	96.67%
CHEMBL259	P32245	Melanocortin receptor 4	89.88%	95.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.58%	97.09%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	89.02%	96.03%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	88.94%	88.42%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.90%	96.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	88.84%	95.36%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.78%	96.90%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.70%	93.04%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.03%	97.64%
CHEMBL4801	P29466	Caspase-1	87.99%	96.85%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.15%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.13%	94.33%
CHEMBL1873	P00750	Tissue-type plasminogen activator	87.09%	93.33%
CHEMBL3691	Q13822	Autotaxin	86.94%	96.39%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	86.92%	96.67%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.83%	90.93%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	86.70%	97.50%
CHEMBL283	P08254	Matrix metalloproteinase 3	86.56%	97.29%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.37%	93.10%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	86.24%	97.23%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	86.22%	92.80%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	85.82%	83.14%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	85.80%	81.29%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.68%	90.08%
CHEMBL255	P29275	Adenosine A2b receptor	85.14%	98.59%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.14%	96.95%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.13%	98.05%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.69%	98.75%
CHEMBL3055	P50613	Cyclin-dependent kinase 7	84.64%	81.88%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	84.33%	94.36%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	83.88%	89.33%
CHEMBL1075317	P61964	WD repeat-containing protein 5	83.69%	96.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.39%	97.21%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.37%	96.37%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.30%	82.38%
CHEMBL4015	P41597	C-C chemokine receptor type 2	83.18%	98.57%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.58%	90.24%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	82.39%	98.24%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.87%	92.88%
CHEMBL206	P03372	Estrogen receptor alpha	81.86%	97.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.85%	90.71%
CHEMBL4073	P09237	Matrix metalloproteinase 7	81.49%	97.56%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	81.29%	92.38%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.93%	95.83%
CHEMBL236	P41143	Delta opioid receptor	80.65%	99.35%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.62%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.50%	95.17%
CHEMBL221	P23219	Cyclooxygenase-1	80.45%	90.17%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	80.20%	82.05%

Plants that contains it

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Cross-Links

• PubChem: 139590861
• LOTUS: LTS0242907
• wikiData: Q105200548