(2S,3R)-2-[[(3S,6S,9S,12R,15S)-3-benzyl-12-butan-2-yl-6-[(5-hydroxy-1H-indol-3-yl)methyl]-7-methyl-9-(2-methylpropyl)-2,5,8,11,14-pentaoxo-1,4,7,10,13-pentazacyclononadec-15-yl]carbamoylamino]-3-methylpentanoic acid

Details

• Internal ID: 593432c5-a5eb-408b-ba20-2a37d1d2ff7b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2S,3R)-2-[[(3S,6S,9S,12R,15S)-3-benzyl-12-butan-2-yl-6-[(5-hydroxy-1H-indol-3-yl)methyl]-7-methyl-9-(2-methylpropyl)-2,5,8,11,14-pentaoxo-1,4,7,10,13-pentazacyclononadec-15-yl]carbamoylamino]-3-methylpentanoic acid
• InChI: InChI=1S/C46H66N8O9/c1-8-27(5)38-43(59)50-36(21-26(3)4)44(60)54(7)37(23-30-25-48-33-19-18-31(55)24-32(30)33)42(58)49-35(22-29-15-11-10-12-16-29)40(56)47-20-14-13-17-34(41(57)52-38)51-46(63)53-39(45(61)62)28(6)9-2/h10-12,15-16,18-19,24-28,34-39,48,55H,8-9,13-14,17,20-23H2,1-7H3,(H,47,56)(H,49,58)(H,50,59)(H,52,57)(H,61,62)(H2,51,53,63)/t27?,28-,34+,35+,36+,37+,38-,39+/m1/s1
• InChI Key: MXKOXAZPFLMIGW-PDIGMIIKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₆₆N₈O₉
• Molecular Weight: 875.10 g/mol
• Exact Mass: 874.49527571 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 8
• H-Bond Donor: 9
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9331	93.31%
Caco-2	-	0.8763	87.63%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4629	46.29%
OATP2B1 inhibitior	-	0.5718	57.18%
OATP1B1 inhibitior	+	0.8302	83.02%
OATP1B3 inhibitior	+	0.9292	92.92%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9662	96.62%
P-glycoprotein inhibitior	+	0.7528	75.28%
P-glycoprotein substrate	+	0.8700	87.00%
CYP3A4 substrate	+	0.7317	73.17%
CYP2C9 substrate	-	0.6079	60.79%
CYP2D6 substrate	-	0.8305	83.05%
CYP3A4 inhibition	+	0.6208	62.08%
CYP2C9 inhibition	-	0.5876	58.76%
CYP2C19 inhibition	-	0.6778	67.78%
CYP2D6 inhibition	-	0.8634	86.34%
CYP1A2 inhibition	-	0.9057	90.57%
CYP2C8 inhibition	+	0.7052	70.52%
CYP inhibitory promiscuity	-	0.5357	53.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6530	65.30%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9120	91.20%
Skin irritation	-	0.7915	79.15%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3966	39.66%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5522	55.22%
skin sensitisation	-	0.8831	88.31%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7725	77.25%
Acute Oral Toxicity (c)	III	0.6395	63.95%
Estrogen receptor binding	+	0.8312	83.12%
Androgen receptor binding	+	0.6908	69.08%
Thyroid receptor binding	+	0.5984	59.84%
Glucocorticoid receptor binding	-	0.4633	46.33%
Aromatase binding	+	0.6286	62.86%
PPAR gamma	+	0.7874	78.74%
Honey bee toxicity	-	0.7426	74.26%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9814	98.14%

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%
CHEMBL4040	P28482	MAP kinase ERK2	98.41%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.39%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.12%	91.11%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	94.27%	90.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.05%	90.08%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	94.00%	92.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.06%	85.14%
CHEMBL3202	P48147	Prolyl endopeptidase	92.56%	90.65%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.50%	97.64%
CHEMBL2535	P11166	Glucose transporter	92.27%	98.75%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	92.26%	88.42%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.12%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.41%	92.62%
CHEMBL255	P29275	Adenosine A2b receptor	90.18%	98.59%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.07%	97.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.89%	94.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.03%	94.45%
CHEMBL5203	P33316	dUTP pyrophosphatase	89.02%	99.18%
CHEMBL226	P30542	Adenosine A1 receptor	88.54%	95.93%
CHEMBL3310	Q96DB2	Histone deacetylase 11	88.05%	88.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.10%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.93%	91.71%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.77%	95.56%
CHEMBL268	P43235	Cathepsin K	86.30%	96.85%
CHEMBL1937	Q92769	Histone deacetylase 2	86.18%	94.75%
CHEMBL4072	P07858	Cathepsin B	85.94%	93.67%
CHEMBL1949	P62937	Cyclophilin A	85.44%	98.57%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.15%	89.50%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.37%	90.93%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.43%	89.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.16%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.24%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.15%	99.23%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.14%	89.67%
CHEMBL1293287	P14735	Insulin-degrading enzyme	81.70%	88.10%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.64%	93.03%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.56%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.09%	90.71%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	80.52%	97.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102504922
• LOTUS: LTS0065024
• wikiData: Q105174281