(2S)-2-[[(10S,13S,16S,19S,22S,25S,26R)-22-[(2R)-butan-2-yl]-13-[3-(diaminomethylideneamino)propyl]-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)propanoic acid

Details

• Internal ID: 4b65f80c-fd03-4c9b-9786-9f1bb12d30ef
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2S)-2-[[(10S,13S,16S,19S,22S,25S,26R)-22-[(2R)-butan-2-yl]-13-[3-(diaminomethylideneamino)propyl]-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)propanoic 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(CC7=CN=CN7)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](CC7=CN=CN7)C(=O)O)N=C6)C(C)C
• InChI: InChI=1S/C51H70N16O10/c1-7-25(6)40-48(74)64-39(24(4)5)47(73)62-35-18-30-29-11-10-26(38(23(2)3)41(49(75)65-40)66-44(70)32-12-13-37(68)58-32)15-33(29)59-42(30)67-20-28(57-22-67)17-34(45(71)63-36(50(76)77)16-27-19-54-21-56-27)61-43(69)31(60-46(35)72)9-8-14-55-51(52)53/h10-11,15,19-25,31-32,34-36,38-41,59H,7-9,12-14,16-18H2,1-6H3,(H,54,56)(H,58,68)(H,60,72)(H,61,69)(H,62,73)(H,63,71)(H,64,74)(H,65,75)(H,66,70)(H,76,77)(H4,52,53,55)/t25-,31+,32+,34+,35+,36+,38-,39+,40+,41+/m1/s1
• InChI Key: JXRNLQXLWVJGAA-OBDGSNHUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₀N₁₆O₁₀
• Molecular Weight: 1067.20 g/mol
• Exact Mass: 1066.54608249 g/mol
• Topological Polar Surface Area (TPSA): 397.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -1.32
• H-Bond Acceptor: 13
• H-Bond Donor: 13
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8655	86.55%
Caco-2	-	0.8669	86.69%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.3543	35.43%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.7843	78.43%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.7409	74.09%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9660	96.60%
P-glycoprotein inhibitior	+	0.7467	74.67%
P-glycoprotein substrate	+	0.8608	86.08%
CYP3A4 substrate	+	0.7412	74.12%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.9640	96.40%
CYP2C9 inhibition	-	0.8629	86.29%
CYP2C19 inhibition	-	0.8075	80.75%
CYP2D6 inhibition	-	0.8908	89.08%
CYP1A2 inhibition	-	0.7928	79.28%
CYP2C8 inhibition	+	0.8518	85.18%
CYP inhibitory promiscuity	-	0.9682	96.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6365	63.65%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.8990	89.90%
Skin irritation	-	0.7755	77.55%
Skin corrosion	-	0.9298	92.98%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3772	37.72%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8443	84.43%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8495	84.95%
Acute Oral Toxicity (c)	III	0.5371	53.71%
Estrogen receptor binding	+	0.7306	73.06%
Androgen receptor binding	+	0.7202	72.02%
Thyroid receptor binding	+	0.6702	67.02%
Glucocorticoid receptor binding	+	0.6276	62.76%
Aromatase binding	+	0.6917	69.17%
PPAR gamma	+	0.7512	75.12%
Honey bee toxicity	-	0.6724	67.24%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8433	84.33%

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	99.88%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.88%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.60%	94.45%
CHEMBL2581	P07339	Cathepsin D	99.49%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	97.43%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.25%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.11%	91.11%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	96.59%	90.24%
CHEMBL2535	P11166	Glucose transporter	96.26%	98.75%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.12%	90.08%
CHEMBL3310	Q96DB2	Histone deacetylase 11	96.04%	88.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.87%	93.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.61%	97.64%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	95.46%	97.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.35%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.23%	99.17%
CHEMBL255	P29275	Adenosine A2b receptor	94.63%	98.59%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.63%	90.71%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	92.31%	99.09%
CHEMBL4506	Q96EB6	NAD-dependent deacetylase sirtuin 1	92.03%	88.33%
CHEMBL1951	P21397	Monoamine oxidase A	91.46%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.83%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.37%	85.14%
CHEMBL220	P22303	Acetylcholinesterase	90.34%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.64%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.14%	96.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.07%	96.47%
CHEMBL213	P08588	Beta-1 adrenergic receptor	88.65%	95.56%
CHEMBL2243	O00519	Anandamide amidohydrolase	87.59%	97.53%
CHEMBL1781	P11387	DNA topoisomerase I	87.13%	97.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.39%	89.00%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	86.28%	87.16%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.59%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.47%	100.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	84.29%	97.31%
CHEMBL4208	P20618	Proteasome component C5	84.26%	90.00%
CHEMBL1628481	P35414	Apelin receptor	84.23%	97.89%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	84.18%	97.88%
CHEMBL221	P23219	Cyclooxygenase-1	83.41%	90.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.34%	93.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.23%	100.00%
CHEMBL5028	O14672	ADAM10	82.78%	97.50%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	82.38%	85.83%
CHEMBL3384	Q16512	Protein kinase N1	81.99%	80.71%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	81.40%	94.36%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.59%	96.25%
CHEMBL259	P32245	Melanocortin receptor 4	80.56%	95.38%

Plants that contains it

• Celosia argentea

Cross-Links

• PubChem: 162948135
• LOTUS: LTS0107131
• wikiData: Q105136739