Ac-D-Phe-Aib-D-Ser-Aib-Aib-Leu-Gln-Gly-Aib-Aib-Ala-D-Ala-Aib-Aib-Aib-Aib-Aib-D-Gln-bAla(2R-indol-3-yl)-ol

Details

• Internal ID: d9be5a6d-77b5-4ee2-8af9-fcd3a6bc6d02
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2S)-2-[[(2S)-2-[[2-[[2-[[(2R)-2-[[2-[[(2R)-2-acetamido-3-phenylpropanoyl]amino]-2-methylpropanoyl]amino]-3-hydroxypropanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]-4-methylpentanoyl]amino]-N-[2-[[1-[[1-[[(2S)-1-[[(2R)-1-[[1-[[1-[[1-[[1-[[1-[[(2R)-5-amino-1-[[(2R)-3-hydroxy-2-(1H-indol-3-yl)propyl]amino]-1,5-dioxopentan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-2-oxoethyl]pentanediamide
• InChI: InChI=1S/C89H140N22O23/c1-46(2)39-57(100-73(128)83(12,13)107-76(131)86(18,19)105-69(124)59(45-113)101-71(126)80(6,7)104-68(123)58(97-49(5)114)40-50-31-27-26-28-32-50)67(122)98-55(35-37-60(90)115)65(120)94-43-62(117)102-84(14,15)74(129)106-81(8,9)70(125)96-47(3)63(118)95-48(4)64(119)103-85(16,17)75(130)109-88(22,23)78(133)111-89(24,25)79(134)110-87(20,21)77(132)108-82(10,11)72(127)99-56(36-38-61(91)116)66(121)93-41-51(44-112)53-42-92-54-34-30-29-33-52(53)54/h26-34,42,46-48,51,55-59,92,112-113H,35-41,43-45H2,1-25H3,(H2,90,115)(H2,91,116)(H,93,121)(H,94,120)(H,95,118)(H,96,125)(H,97,114)(H,98,122)(H,99,127)(H,100,128)(H,101,126)(H,102,117)(H,103,119)(H,104,123)(H,105,124)(H,106,129)(H,107,131)(H,108,132)(H,109,130)(H,110,134)(H,111,133)/t47-,48+,51+,55-,56+,57-,58+,59+/m0/s1
• InChI Key: BAGYQQLODXTDCV-VJTBLCEKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₉H₁₄₀N₂₂O₂₃
• Molecular Weight: 1886.20 g/mol
• Exact Mass: 1885.04616880 g/mol
• Topological Polar Surface Area (TPSA): 695.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -4.31
• H-Bond Acceptor: 23
• H-Bond Donor: 24
• Rotatable Bonds: 51

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9476	94.76%
Caco-2	-	0.8596	85.96%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.4257	42.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8556	85.56%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.7699	76.99%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9674	96.74%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.8929	89.29%
CYP3A4 substrate	+	0.7344	73.44%
CYP2C9 substrate	-	0.6172	61.72%
CYP2D6 substrate	-	0.8145	81.45%
CYP3A4 inhibition	-	0.6516	65.16%
CYP2C9 inhibition	-	0.7923	79.23%
CYP2C19 inhibition	-	0.7416	74.16%
CYP2D6 inhibition	-	0.8403	84.03%
CYP1A2 inhibition	-	0.8562	85.62%
CYP2C8 inhibition	+	0.7072	70.72%
CYP inhibitory promiscuity	-	0.7701	77.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6146	61.46%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8956	89.56%
Skin irritation	-	0.7952	79.52%
Skin corrosion	-	0.9337	93.37%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6814	68.14%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.6256	62.56%
skin sensitisation	-	0.8722	87.22%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7177	71.77%
Acute Oral Toxicity (c)	III	0.6028	60.28%
Estrogen receptor binding	-	0.5970	59.70%
Androgen receptor binding	+	0.7666	76.66%
Thyroid receptor binding	+	0.7978	79.78%
Glucocorticoid receptor binding	+	0.8466	84.66%
Aromatase binding	+	0.8015	80.15%
PPAR gamma	+	0.8053	80.53%
Honey bee toxicity	-	0.7388	73.88%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.4795	47.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.94%	98.95%
CHEMBL3837	P07711	Cathepsin L	99.71%	96.61%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	97.45%	97.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.22%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.20%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.02%	91.11%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	95.45%	97.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.13%	94.45%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	94.97%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	92.97%	95.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	92.66%	98.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.36%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	92.22%	83.82%
CHEMBL1255126	O15151	Protein Mdm4	92.13%	90.20%
CHEMBL2885	P07451	Carbonic anhydrase III	91.15%	87.45%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	89.34%	83.10%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	89.10%	88.42%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.83%	97.14%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	88.78%	96.28%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.53%	99.17%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.34%	98.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.44%	93.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.56%	94.23%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	86.54%	91.81%
CHEMBL2535	P11166	Glucose transporter	86.54%	98.75%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	86.45%	100.00%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	85.59%	82.86%
CHEMBL340	P08684	Cytochrome P450 3A4	85.33%	91.19%
CHEMBL259	P32245	Melanocortin receptor 4	85.27%	95.38%
CHEMBL3176	O43603	Galanin receptor 2	85.24%	98.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.07%	96.00%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	84.90%	98.94%
CHEMBL2514	O95665	Neurotensin receptor 2	84.69%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.52%	96.90%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.28%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.18%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.47%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.67%	97.09%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	81.65%	97.88%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.04%	97.29%
CHEMBL5028	O14672	ADAM10	80.91%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163103458
• LOTUS: LTS0225181
• wikiData: Q104922156