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

Details

• Internal ID: 4f75cb47-c1c1-4cc2-b0d4-c36973713150
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2S,3S)-2-[[(3S,6S,9S,12S,15R)-3-benzyl-6-(1H-indol-3-ylmethyl)-7-methyl-9-(2-methylpropyl)-2,5,8,11,14-pentaoxo-12-propan-2-yl-1,4,7,10,13-pentazacyclononadec-15-yl]carbamoylamino]-3-methylpentanoic acid
• InChI: InChI=1S/C45H64N8O8/c1-8-28(6)38(44(59)60)52-45(61)50-33-20-14-15-21-46-39(54)34(23-29-16-10-9-11-17-29)48-41(56)36(24-30-25-47-32-19-13-12-18-31(30)32)53(7)43(58)35(22-26(2)3)49-42(57)37(27(4)5)51-40(33)55/h9-13,16-19,25-28,33-38,47H,8,14-15,20-24H2,1-7H3,(H,46,54)(H,48,56)(H,49,57)(H,51,55)(H,59,60)(H2,50,52,61)/t28-,33+,34-,35-,36-,37-,38-/m0/s1
• InChI Key: QOCMZEOVWQAOFT-YUVTWWCPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₆₄N₈O₈
• Molecular Weight: 845.00 g/mol
• Exact Mass: 844.48471103 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 7
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9236	92.36%
Caco-2	-	0.8797	87.97%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4246	42.46%
OATP2B1 inhibitior	-	0.5678	56.78%
OATP1B1 inhibitior	+	0.8509	85.09%
OATP1B3 inhibitior	+	0.9305	93.05%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9548	95.48%
P-glycoprotein inhibitior	+	0.7621	76.21%
P-glycoprotein substrate	+	0.8371	83.71%
CYP3A4 substrate	+	0.7235	72.35%
CYP2C9 substrate	-	0.6091	60.91%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	+	0.5479	54.79%
CYP2C9 inhibition	-	0.5132	51.32%
CYP2C19 inhibition	-	0.7106	71.06%
CYP2D6 inhibition	-	0.8996	89.96%
CYP1A2 inhibition	-	0.8963	89.63%
CYP2C8 inhibition	+	0.5880	58.80%
CYP inhibitory promiscuity	-	0.7019	70.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6673	66.73%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9163	91.63%
Skin irritation	-	0.7872	78.72%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4197	41.97%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.5228	52.28%
skin sensitisation	-	0.8814	88.14%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8790	87.90%
Acute Oral Toxicity (c)	III	0.6317	63.17%
Estrogen receptor binding	+	0.8291	82.91%
Androgen receptor binding	+	0.6363	63.63%
Thyroid receptor binding	+	0.6171	61.71%
Glucocorticoid receptor binding	+	0.6140	61.40%
Aromatase binding	+	0.6112	61.12%
PPAR gamma	+	0.7866	78.66%
Honey bee toxicity	-	0.7911	79.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9840	98.40%

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%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.67%	96.09%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	97.35%	88.42%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.71%	90.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.30%	91.11%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	96.13%	97.64%
CHEMBL4040	P28482	MAP kinase ERK2	95.97%	83.82%
CHEMBL333	P08253	Matrix metalloproteinase-2	94.91%	96.31%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.52%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.83%	85.14%
CHEMBL3310	Q96DB2	Histone deacetylase 11	92.85%	88.56%
CHEMBL221	P23219	Cyclooxygenase-1	91.12%	90.17%
CHEMBL1949	P62937	Cyclophilin A	90.72%	98.57%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	90.29%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.25%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.09%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.60%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	88.12%	98.59%
CHEMBL1937	Q92769	Histone deacetylase 2	87.55%	94.75%
CHEMBL3202	P48147	Prolyl endopeptidase	87.01%	90.65%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.00%	94.45%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.96%	98.33%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	85.85%	92.67%
CHEMBL226	P30542	Adenosine A1 receptor	85.73%	95.93%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	84.85%	95.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.83%	93.03%
CHEMBL4072	P07858	Cathepsin B	84.73%	93.67%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.58%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.54%	99.23%
CHEMBL1075317	P61964	WD repeat-containing protein 5	82.83%	96.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.65%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.91%	95.89%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.79%	97.50%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	81.51%	87.50%
CHEMBL4208	P20618	Proteasome component C5	80.57%	90.00%
CHEMBL3384	Q16512	Protein kinase N1	80.47%	80.71%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.44%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.43%	100.00%
CHEMBL2535	P11166	Glucose transporter	80.36%	98.75%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	80.19%	98.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102475070
• LOTUS: LTS0182807
• wikiData: Q105224798