(2S)-6-amino-2-[[(2S)-2-[[(10R,13S,16S,19S,22S,25S,26R)-13-[3-(diaminomethylideneamino)propyl]-22-(2-methylpropyl)-12,15,18,21,24-pentaoxo-25-[[(2S)-5-oxopyrrolidine-2-carbonyl]amino]-19,26-di(propan-2-yl)-3,5,7,11,14,17,20,23-octazapentacyclo[14.13.2.12,27.15,8.04,30]tritriaconta-1,4(30),6,8(33),27(32),28-hexaene-10-carbonyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]hexanoic acid

Details

• Internal ID: a6bbb1f6-dd08-4388-9d72-afac1f230ae7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2S)-6-amino-2-[[(2S)-2-[[(10R,13S,16S,19S,22S,25S,26R)-13-[3-(diaminomethylideneamino)propyl]-22-(2-methylpropyl)-12,15,18,21,24-pentaoxo-25-[[(2S)-5-oxopyrrolidine-2-carbonyl]amino]-19,26-di(propan-2-yl)-3,5,7,11,14,17,20,23-octazapentacyclo[14.13.2.12,27.15,8.04,30]tritriaconta-1,4(30),6,8(33),27(32),28-hexaene-10-carbonyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]hexanoic acid
• SMILES (Canonical): CC(C)CC1C(=O)NC(C(=O)NC2CC3=C(NC4=C3C=CC(=C4)C(C(C(=O)N1)NC(=O)C5CCC(=O)N5)C(C)C)N6C=C(CC(NC(=O)C(NC2=O)CCCN=C(N)N)C(=O)NC(CC7=CN=CN7)C(=O)NC(CCCCN)C(=O)O)N=C6)C(C)C
• SMILES (Isomeric): CC(C)C[C@H]1C(=O)N[C@H](C(=O)N[C@H]2CC3=C(NC4=C3C=CC(=C4)[C@H]([C@@H](C(=O)N1)NC(=O)[C@@H]5CCC(=O)N5)C(C)C)N6C=C(C[C@@H](NC(=O)[C@@H](NC2=O)CCCN=C(N)N)C(=O)N[C@@H](CC7=CN=CN7)C(=O)N[C@@H](CCCCN)C(=O)O)N=C6)C(C)C
• InChI: InChI=1S/C57H82N18O11/c1-27(2)18-39-53(82)73-45(29(5)6)54(83)72-42-22-34-33-13-12-30(44(28(3)4)46(55(84)71-39)74-49(78)36-14-15-43(76)65-36)19-38(33)66-47(34)75-24-32(64-26-75)21-41(69-48(77)35(67-52(42)81)11-9-17-62-57(59)60)51(80)70-40(20-31-23-61-25-63-31)50(79)68-37(56(85)86)10-7-8-16-58/h12-13,19,23-29,35-37,39-42,44-46,66H,7-11,14-18,20-22,58H2,1-6H3,(H,61,63)(H,65,76)(H,67,81)(H,68,79)(H,69,77)(H,70,80)(H,71,84)(H,72,83)(H,73,82)(H,74,78)(H,85,86)(H4,59,60,62)/t35-,36-,37-,39-,40-,41+,42-,44+,45-,46-/m0/s1
• InChI Key: HZBNMZKBKVMAAO-DMKZCICLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₈₂N₁₈O₁₁
• Molecular Weight: 1195.40 g/mol
• Exact Mass: 1194.64104550 g/mol
• Topological Polar Surface Area (TPSA): 452.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -1.70
• H-Bond Acceptor: 15
• H-Bond Donor: 15
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8175	81.75%
Caco-2	-	0.8671	86.71%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.3142	31.42%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.7959	79.59%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.7409	74.09%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9614	96.14%
P-glycoprotein inhibitior	+	0.7436	74.36%
P-glycoprotein substrate	+	0.8699	86.99%
CYP3A4 substrate	+	0.7498	74.98%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8391	83.91%
CYP3A4 inhibition	-	0.9834	98.34%
CYP2C9 inhibition	-	0.8620	86.20%
CYP2C19 inhibition	-	0.8252	82.52%
CYP2D6 inhibition	-	0.9026	90.26%
CYP1A2 inhibition	-	0.8137	81.37%
CYP2C8 inhibition	+	0.8575	85.75%
CYP inhibitory promiscuity	-	0.9647	96.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6240	62.40%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.8968	89.68%
Skin irritation	-	0.7679	76.79%
Skin corrosion	-	0.9288	92.88%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6672	66.72%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8466	84.66%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7453	74.53%
Acute Oral Toxicity (c)	III	0.5460	54.60%
Estrogen receptor binding	+	0.6449	64.49%
Androgen receptor binding	+	0.7320	73.20%
Thyroid receptor binding	+	0.6759	67.59%
Glucocorticoid receptor binding	+	0.7078	70.78%
Aromatase binding	+	0.7454	74.54%
PPAR gamma	+	0.7385	73.85%
Honey bee toxicity	-	0.6532	65.32%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8099	80.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.99%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.92%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.70%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.62%	94.45%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	99.25%	97.23%
CHEMBL3837	P07711	Cathepsin L	99.03%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.61%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.97%	97.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	97.71%	88.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.60%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.16%	99.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.47%	90.08%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	96.02%	98.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	96.01%	90.71%
CHEMBL3038469	P24941	CDK2/Cyclin A	95.77%	91.38%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.76%	97.64%
CHEMBL2535	P11166	Glucose transporter	95.75%	98.75%
CHEMBL1937	Q92769	Histone deacetylase 2	95.75%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.83%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.90%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.75%	95.56%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	92.59%	97.31%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	92.19%	98.94%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.95%	95.58%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.78%	100.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	90.71%	97.53%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.54%	85.14%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	90.43%	82.86%
CHEMBL1628481	P35414	Apelin receptor	90.14%	97.89%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.04%	95.56%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	89.97%	96.67%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.81%	96.47%
CHEMBL259	P32245	Melanocortin receptor 4	89.22%	95.38%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	89.08%	90.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.51%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.89%	93.00%
CHEMBL255	P29275	Adenosine A2b receptor	87.73%	98.59%
CHEMBL3384	Q16512	Protein kinase N1	87.07%	80.71%
CHEMBL5028	O14672	ADAM10	87.06%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.13%	96.90%
CHEMBL4506	Q96EB6	NAD-dependent deacetylase sirtuin 1	85.53%	88.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.50%	99.23%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	84.97%	88.42%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.56%	93.10%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	84.49%	85.83%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	84.48%	96.11%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	83.94%	96.25%
CHEMBL1255126	O15151	Protein Mdm4	83.61%	90.20%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	83.51%	87.16%
CHEMBL236	P41143	Delta opioid receptor	83.31%	99.35%
CHEMBL1781	P11387	DNA topoisomerase I	82.84%	97.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.80%	82.69%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	82.52%	100.00%
CHEMBL5747	Q92793	CREB-binding protein	82.42%	95.12%
CHEMBL1951	P21397	Monoamine oxidase A	82.33%	91.49%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	81.68%	99.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.49%	93.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.56%	97.14%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.32%	91.71%
CHEMBL1991	O14920	Inhibitor of nuclear factor kappa B kinase beta subunit	80.27%	97.15%
CHEMBL4644	P41968	Melanocortin receptor 3	80.22%	99.52%
CHEMBL2514	O95665	Neurotensin receptor 2	80.14%	100.00%
CHEMBL274	P51681	C-C chemokine receptor type 5	80.07%	98.77%

Plants that contains it

• Celosia argentea

Cross-Links

• PubChem: 163185258
• LOTUS: LTS0207987
• wikiData: Q105035590