3-[(21E)-3-(2-amino-2-oxoethyl)-28-(12-chlorotetradecan-2-yl)-21-ethylidene-27-hydroxy-18-(1-hydroxyethyl)-6-(1-methoxyethyl)-4-methyl-2,5,8,11,14,17,20,23,26,30-decaoxo-15,24-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,29-decazabicyclo[29.3.0]tetratriacontan-12-yl]propanamide

Details

• Internal ID: e170cfd7-edf2-4506-b2b3-d90b38e32a95
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: 3-[(21E)-3-(2-amino-2-oxoethyl)-28-(12-chlorotetradecan-2-yl)-21-ethylidene-27-hydroxy-18-(1-hydroxyethyl)-6-(1-methoxyethyl)-4-methyl-2,5,8,11,14,17,20,23,26,30-decaoxo-15,24-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,29-decazabicyclo[29.3.0]tetratriacontan-12-yl]propanamide
• SMILES (Canonical): CCC(CCCCCCCCCC(C)C1C(C(=O)NC(C(=O)NC(=CC)C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)N(C(C(=O)N2CCCC2C(=O)N1)CC(=O)N)C)C(C)OC)CCC(=O)N)C(C)C)C(C)O)C(C)C)O)Cl
• SMILES (Isomeric): CCC(CCCCCCCCCC(C)C1C(C(=O)NC(C(=O)N/C(=C/C)/C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)N(C(C(=O)N2CCCC2C(=O)N1)CC(=O)N)C)C(C)OC)CCC(=O)N)C(C)C)C(C)O)C(C)C)O)Cl
• InChI: InChI=1S/C57H97ClN12O15/c1-12-35(58)23-20-18-16-14-15-17-19-22-32(7)45-48(75)55(82)66-44(31(5)6)52(79)62-36(13-2)50(77)68-46(33(8)71)54(81)65-43(30(3)4)53(80)63-37(25-26-40(59)72)49(76)61-29-42(74)64-47(34(9)85-11)57(84)69(10)39(28-41(60)73)56(83)70-27-21-24-38(70)51(78)67-45/h13,30-35,37-39,43-48,71,75H,12,14-29H2,1-11H3,(H2,59,72)(H2,60,73)(H,61,76)(H,62,79)(H,63,80)(H,64,74)(H,65,81)(H,66,82)(H,67,78)(H,68,77)/b36-13+
• InChI Key: QEQPUTKQRURHAG-FIFHTESVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₇ClN₁₂O₁₅
• Molecular Weight: 1225.90 g/mol
• Exact Mass: 1224.6884881 g/mol
• Topological Polar Surface Area (TPSA): 409.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): -0.74
• H-Bond Acceptor: 15
• H-Bond Donor: 12
• Rotatable Bonds: 22

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8825	88.25%
Caco-2	-	0.8609	86.09%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5288	52.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8069	80.69%
OATP1B3 inhibitior	+	0.9149	91.49%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8567	85.67%
BSEP inhibitior	+	0.9435	94.35%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.8852	88.52%
CYP3A4 substrate	+	0.7446	74.46%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8678	86.78%
CYP3A4 inhibition	-	0.8242	82.42%
CYP2C9 inhibition	-	0.8087	80.87%
CYP2C19 inhibition	-	0.8014	80.14%
CYP2D6 inhibition	-	0.8905	89.05%
CYP1A2 inhibition	-	0.8273	82.73%
CYP2C8 inhibition	+	0.7685	76.85%
CYP inhibitory promiscuity	-	0.9752	97.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.5144	51.44%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.8966	89.66%
Skin irritation	-	0.7529	75.29%
Skin corrosion	-	0.9012	90.12%
Ames mutagenesis	-	0.6037	60.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6449	64.49%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.5802	58.02%
skin sensitisation	-	0.8514	85.14%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5640	56.40%
Acute Oral Toxicity (c)	III	0.6144	61.44%
Estrogen receptor binding	+	0.6954	69.54%
Androgen receptor binding	+	0.7097	70.97%
Thyroid receptor binding	+	0.5511	55.11%
Glucocorticoid receptor binding	+	0.6910	69.10%
Aromatase binding	+	0.7178	71.78%
PPAR gamma	+	0.7827	78.27%
Honey bee toxicity	-	0.6686	66.86%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5276	52.76%
Fish aquatic toxicity	+	0.7033	70.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.81%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.27%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.72%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	97.56%	94.75%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	96.67%	82.38%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.66%	90.08%
CHEMBL4040	P28482	MAP kinase ERK2	96.43%	83.82%
CHEMBL2443	P49862	Kallikrein 7	96.42%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.41%	91.11%
CHEMBL4588	P22894	Matrix metalloproteinase 8	96.36%	94.66%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	95.83%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.82%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.82%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	95.45%	93.00%
CHEMBL4071	P08311	Cathepsin G	94.90%	94.64%
CHEMBL221	P23219	Cyclooxygenase-1	94.85%	90.17%
CHEMBL333	P08253	Matrix metalloproteinase-2	94.70%	96.31%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	94.31%	91.03%
CHEMBL3837	P07711	Cathepsin L	93.10%	96.61%
CHEMBL3524	P56524	Histone deacetylase 4	92.71%	92.97%
CHEMBL226	P30542	Adenosine A1 receptor	92.46%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.87%	90.71%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	91.14%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.60%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.53%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	89.41%	97.05%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.15%	96.47%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.84%	98.75%
CHEMBL325	Q13547	Histone deacetylase 1	87.75%	95.92%
CHEMBL5203	P33316	dUTP pyrophosphatase	87.46%	99.18%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.32%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.31%	96.90%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	87.12%	97.43%
CHEMBL228	P31645	Serotonin transporter	87.00%	95.51%
CHEMBL332	P03956	Matrix metalloproteinase-1	86.57%	94.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.55%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.82%	97.47%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.37%	93.03%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.03%	97.64%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.42%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.24%	85.14%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	84.16%	92.50%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	84.06%	85.83%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.74%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.71%	91.07%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.59%	88.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.01%	96.38%
CHEMBL255	P29275	Adenosine A2b receptor	82.63%	98.59%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.58%	89.00%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	82.56%	96.11%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	82.53%	95.27%
CHEMBL2189110	Q15910	Histone-lysine N-methyltransferase EZH2	81.83%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.28%	93.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.03%	85.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.71%	98.05%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.62%	97.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.47%	89.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.02%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14769215
• LOTUS: LTS0260441
• wikiData: Q105219340