(2S,4R)-N-[(1S)-1-[[(1S)-3-hydroxy-1-[[(1S)-2-hydroxy-1-methyl-ethyl]carbamoyl]propyl]carbamoyl]-2-methyl-propyl]-1-[(2S,3R)-3-hydroxy-2-[[(Z)-octadec-9-enoyl]amino]butanoyl]-4-methyl-pyrrolidine-2-carboxamide

Details

• Internal ID: 6a35d8a4-f375-42d2-bc7d-99f965bdec93
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S,4R)-N-[(2S)-1-[[(2S)-4-hydroxy-1-[[(2S)-1-hydroxypropan-2-yl]amino]-1-oxobutan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]-1-[(2S,3R)-3-hydroxy-2-[[(Z)-octadec-9-enoyl]amino]butanoyl]-4-methylpyrrolidine-2-carboxamide
• SMILES (Canonical): CCCCCCCCC=CCCCCCCCC(=O)NC(C(C)O)C(=O)N1CC(CC1C(=O)NC(C(C)C)C(=O)NC(CCO)C(=O)NC(C)CO)C
• SMILES (Isomeric): CCCCCCCC/C=C\CCCCCCCC(=O)N[C@@H]([C@@H](C)O)C(=O)N1C[C@@H](C[C@H]1C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCO)C(=O)N[C@@H](C)CO)C
• InChI: InChI=1S/C40H73N5O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-34(49)43-36(31(6)48)40(53)45-26-29(4)25-33(45)38(51)44-35(28(2)3)39(52)42-32(23-24-46)37(50)41-30(5)27-47/h14-15,28-33,35-36,46-48H,7-13,16-27H2,1-6H3,(H,41,50)(H,42,52)(H,43,49)(H,44,51)/b15-14-/t29-,30+,31-,32+,33+,35+,36+/m1/s1
• InChI Key: VULIFPFQJURAKE-AFRNNPFGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₇₃N₅O₈
• Molecular Weight: 752.00 g/mol
• Exact Mass: 751.54591430 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 8
• H-Bond Donor: 7
• Rotatable Bonds: 28

Synonyms

• (2S,4R)-N-[(1S)-1-[[(1S)-3-hydroxy-1-[[(1S)-2-hydroxy-1-methyl-ethyl]carbamoyl]propyl]carbamoyl]-2-methyl-propyl]-1-[(2S,3R)-3-hydroxy-2-[[(Z)-octadec-9-enoyl]amino]butanoyl]-4-methyl-pyrrolidine-2-carboxamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8395	83.95%
Caco-2	-	0.8570	85.70%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6291	62.91%
OATP2B1 inhibitior	+	0.5701	57.01%
OATP1B1 inhibitior	+	0.8348	83.48%
OATP1B3 inhibitior	+	0.8984	89.84%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9454	94.54%
P-glycoprotein inhibitior	+	0.7259	72.59%
P-glycoprotein substrate	+	0.7605	76.05%
CYP3A4 substrate	+	0.6808	68.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8466	84.66%
CYP3A4 inhibition	-	0.7361	73.61%
CYP2C9 inhibition	-	0.9002	90.02%
CYP2C19 inhibition	-	0.8784	87.84%
CYP2D6 inhibition	-	0.9054	90.54%
CYP1A2 inhibition	-	0.9229	92.29%
CYP2C8 inhibition	-	0.6330	63.30%
CYP inhibitory promiscuity	-	0.9532	95.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6181	61.81%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.7822	78.22%
Skin corrosion	-	0.8938	89.38%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5804	58.04%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.5041	50.41%
skin sensitisation	-	0.8881	88.81%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5632	56.32%
Acute Oral Toxicity (c)	III	0.6698	66.98%
Estrogen receptor binding	+	0.8123	81.23%
Androgen receptor binding	+	0.5583	55.83%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6245	62.45%
Aromatase binding	+	0.6438	64.38%
PPAR gamma	+	0.6988	69.88%
Honey bee toxicity	-	0.8609	86.09%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5489	54.89%
Fish aquatic toxicity	+	0.7125	71.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.50%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.82%	99.17%
CHEMBL4588	P22894	Matrix metalloproteinase 8	98.67%	94.66%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.09%	98.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	96.97%	95.71%
CHEMBL220	P22303	Acetylcholinesterase	96.67%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	96.21%	90.17%
CHEMBL299	P17252	Protein kinase C alpha	96.18%	98.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.08%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.01%	93.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	95.72%	97.21%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.37%	92.86%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	94.79%	96.47%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.10%	97.29%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	94.00%	91.81%
CHEMBL2514	O95665	Neurotensin receptor 2	93.72%	100.00%
CHEMBL3776	Q14790	Caspase-8	93.51%	97.06%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.44%	97.25%
CHEMBL4801	P29466	Caspase-1	93.07%	96.85%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	93.00%	92.38%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	92.71%	93.10%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.68%	92.08%
CHEMBL230	P35354	Cyclooxygenase-2	90.94%	89.63%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	90.89%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.20%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.45%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	89.43%	91.19%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.28%	95.58%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	89.28%	95.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.82%	97.14%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	88.74%	100.00%
CHEMBL283	P08254	Matrix metalloproteinase 3	88.32%	97.29%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.96%	100.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	87.95%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.85%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.80%	89.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.74%	96.90%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	87.62%	88.42%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.44%	90.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.40%	94.45%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	87.36%	96.28%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	87.35%	95.36%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.00%	90.71%
CHEMBL321	P14780	Matrix metalloproteinase 9	86.69%	92.12%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.65%	91.11%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.16%	91.24%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	85.04%	96.67%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.00%	97.50%
CHEMBL259	P32245	Melanocortin receptor 4	84.84%	95.38%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.63%	97.47%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	84.52%	98.94%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	84.47%	89.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.44%	96.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.16%	92.88%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	83.16%	95.27%
CHEMBL5255	O00206	Toll-like receptor 4	83.03%	92.50%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	82.77%	94.05%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.76%	94.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	82.40%	97.64%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.39%	95.50%
CHEMBL256	P0DMS8	Adenosine A3 receptor	82.24%	95.93%
CHEMBL2885	P07451	Carbonic anhydrase III	81.70%	87.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.67%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.43%	98.75%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.12%	98.05%
CHEMBL3629	P68400	Casein kinase II alpha	80.83%	98.89%
CHEMBL4015	P41597	C-C chemokine receptor type 2	80.41%	98.57%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 122177448
• LOTUS: LTS0271642
• wikiData: Q105297279