(2S)-7-amino-2-[[(2S)-2-[[(10S,13S,16S,19R,22S,25S,26R)-22-[(2S)-butan-2-yl]-13-[3-(diaminomethylideneamino)propyl]-12,15,18,21,24-pentaoxo-25-[[(2R)-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]-2-(1H-imidazol-5-yl)acetyl]amino]heptanoic acid

Details

• Internal ID: 1a9cea87-8195-42f6-a01c-412e1cb17a9b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2S)-7-amino-2-[[(2S)-2-[[(10S,13S,16S,19R,22S,25S,26R)-22-[(2S)-butan-2-yl]-13-[3-(diaminomethylideneamino)propyl]-12,15,18,21,24-pentaoxo-25-[[(2R)-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]-2-(1H-imidazol-5-yl)acetyl]amino]heptanoic acid
• SMILES (Canonical): CCC(C)C1C(=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(C7=CN=CN7)C(=O)NC(CCCCCN)C(=O)O)N=C6)C(C)C
• SMILES (Isomeric): CC[C@H](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](C7=CN=CN7)C(=O)N[C@@H](CCCCCN)C(=O)O)N=C6)C(C)C
• InChI: InChI=1S/C57H82N18O11/c1-7-29(6)44-53(82)71-43(28(4)5)52(81)70-39-22-33-32-15-14-30(42(27(2)3)46(55(84)72-44)74-49(78)35-16-17-41(76)65-35)20-37(32)66-47(33)75-24-31(64-26-75)21-38(69-48(77)34(67-50(39)79)13-11-19-62-57(59)60)51(80)73-45(40-23-61-25-63-40)54(83)68-36(56(85)86)12-9-8-10-18-58/h14-15,20,23-29,34-36,38-39,42-46,66H,7-13,16-19,21-22,58H2,1-6H3,(H,61,63)(H,65,76)(H,67,79)(H,68,83)(H,69,77)(H,70,81)(H,71,82)(H,72,84)(H,73,80)(H,74,78)(H,85,86)(H4,59,60,62)/t29-,34-,35+,36-,38-,39-,42+,43+,44-,45-,46-/m0/s1
• InChI Key: FHWIRTXPSAFRCL-ZYCUMPKISA-N
• Popularity: 0 references 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: -2.10
• Atomic LogP (AlogP): -1.18
• 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	+	0.9097	90.97%
Caco-2	-	0.8664	86.64%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.3878	38.78%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.8055	80.55%
OATP1B3 inhibitior	+	0.9382	93.82%
MATE1 inhibitior	-	0.7409	74.09%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9660	96.60%
P-glycoprotein inhibitior	+	0.7436	74.36%
P-glycoprotein substrate	+	0.8704	87.04%
CYP3A4 substrate	+	0.7473	74.73%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8391	83.91%
CYP3A4 inhibition	-	0.9594	95.94%
CYP2C9 inhibition	-	0.8411	84.11%
CYP2C19 inhibition	-	0.8217	82.17%
CYP2D6 inhibition	-	0.8989	89.89%
CYP1A2 inhibition	-	0.8213	82.13%
CYP2C8 inhibition	+	0.8531	85.31%
CYP inhibitory promiscuity	-	0.9572	95.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6121	61.21%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.8967	89.67%
Skin irritation	-	0.7699	76.99%
Skin corrosion	-	0.9293	92.93%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6672	66.72%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8463	84.63%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7121	71.21%
Acute Oral Toxicity (c)	III	0.5332	53.32%
Estrogen receptor binding	+	0.6470	64.70%
Androgen receptor binding	+	0.7438	74.38%
Thyroid receptor binding	+	0.7029	70.29%
Glucocorticoid receptor binding	+	0.7230	72.30%
Aromatase binding	+	0.7578	75.78%
PPAR gamma	+	0.7505	75.05%
Honey bee toxicity	-	0.6524	65.24%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9076	90.76%

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	99.90%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.74%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	99.67%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.44%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.26%	91.11%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	98.59%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.53%	97.09%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	97.31%	97.23%
CHEMBL1937	Q92769	Histone deacetylase 2	97.25%	94.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.10%	93.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.00%	90.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.97%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	96.26%	95.89%
CHEMBL2535	P11166	Glucose transporter	95.84%	98.75%
CHEMBL3310	Q96DB2	Histone deacetylase 11	95.23%	88.56%
CHEMBL221	P23219	Cyclooxygenase-1	95.11%	90.17%
CHEMBL3038469	P24941	CDK2/Cyclin A	94.98%	91.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.17%	90.71%
CHEMBL255	P29275	Adenosine A2b receptor	93.44%	98.59%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.78%	96.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	91.41%	97.53%
CHEMBL325	Q13547	Histone deacetylase 1	91.01%	95.92%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.83%	95.56%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	90.08%	98.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	90.02%	95.71%
CHEMBL220	P22303	Acetylcholinesterase	89.79%	94.45%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.66%	95.58%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.64%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.47%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.29%	100.00%
CHEMBL4506	Q96EB6	NAD-dependent deacetylase sirtuin 1	88.75%	88.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.78%	95.56%
CHEMBL3384	Q16512	Protein kinase N1	87.45%	80.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.26%	86.33%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	87.21%	82.86%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	87.14%	87.16%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.78%	99.23%
CHEMBL3837	P07711	Cathepsin L	85.89%	96.61%
CHEMBL236	P41143	Delta opioid receptor	85.85%	99.35%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.46%	93.00%
CHEMBL5028	O14672	ADAM10	84.39%	97.50%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	84.38%	80.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	84.13%	97.64%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	84.11%	97.31%
CHEMBL1781	P11387	DNA topoisomerase I	83.97%	97.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.41%	85.14%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	82.11%	88.42%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	81.67%	99.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.66%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.50%	89.00%
CHEMBL3835	P51955	Serine/threonine-protein kinase NEK2	81.45%	80.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.88%	93.03%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.49%	96.25%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.23%	94.66%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	80.21%	100.00%

Plants that contains it

• Celosia argentea

Cross-Links

• PubChem: 162924854
• LOTUS: LTS0175662
• wikiData: Q104995485