(2S)-2-[[(8R,9S,12S,15S,18S,21S,27S)-12-[(2S)-butan-2-yl]-15-[(2R)-butan-2-yl]-21-[3-(diaminomethylideneamino)propyl]-10,13,16,19,22,25-hexaoxo-9-[[(2S)-5-oxopyrrolidine-2-carbonyl]amino]-8-propan-2-yl-2,11,14,17,20,23,26,30,32-nonazapentacyclo[16.14.2.13,7.129,32.04,33]hexatriaconta-1(33),3,5,7(36),29(35),30-hexaene-27-carbonyl]amino]butanedioic acid

Details

• Internal ID: f8930cd3-b4a6-4f25-8539-22f7e4d688c1
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2S)-2-[[(8R,9S,12S,15S,18S,21S,27S)-12-[(2S)-butan-2-yl]-15-[(2R)-butan-2-yl]-21-[3-(diaminomethylideneamino)propyl]-10,13,16,19,22,25-hexaoxo-9-[[(2S)-5-oxopyrrolidine-2-carbonyl]amino]-8-propan-2-yl-2,11,14,17,20,23,26,30,32-nonazapentacyclo[16.14.2.13,7.129,32.04,33]hexatriaconta-1(33),3,5,7(36),29(35),30-hexaene-27-carbonyl]amino]butanedioic 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)CNC(=O)C(NC2=O)CCCN=C(N)N)C(=O)NC(CC(=O)O)C(=O)O)N=C6)C(C)CC
• 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)CNC(=O)[C@@H](NC2=O)CCCN=C(N)N)C(=O)N[C@@H](CC(=O)O)C(=O)O)N=C6)[C@H](C)CC
• InChI: InChI=1S/C52H73N15O13/c1-7-24(5)40-48(76)62-34-18-29-28-12-11-26(39(23(3)4)42(66-45(73)31-13-14-36(68)58-31)50(78)65-41(25(6)8-2)49(77)64-40)16-32(28)60-43(29)67-21-27(57-22-67)17-33(46(74)63-35(51(79)80)19-38(70)71)59-37(69)20-56-44(72)30(61-47(34)75)10-9-15-55-52(53)54/h11-12,16,21-25,30-31,33-35,39-42,60H,7-10,13-15,17-20H2,1-6H3,(H,56,72)(H,58,68)(H,59,69)(H,61,75)(H,62,76)(H,63,74)(H,64,77)(H,65,78)(H,66,73)(H,70,71)(H,79,80)(H4,53,54,55)/t24-,25+,30+,31+,33+,34+,35+,39-,40+,41+,42+/m1/s1
• InChI Key: RGKZERBXZATAKF-BJCMOPKXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₇₃N₁₅O₁₃
• Molecular Weight: 1116.20 g/mol
• Exact Mass: 1115.55122744 g/mol
• Topological Polar Surface Area (TPSA): 435.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -2.30
• H-Bond Acceptor: 14
• H-Bond Donor: 14
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9008	90.08%
Caco-2	-	0.8647	86.47%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4063	40.63%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8053	80.53%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	0.7209	72.09%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9789	97.89%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	+	0.8664	86.64%
CYP3A4 substrate	+	0.7385	73.85%
CYP2C9 substrate	-	0.5968	59.68%
CYP2D6 substrate	-	0.8534	85.34%
CYP3A4 inhibition	-	0.9331	93.31%
CYP2C9 inhibition	-	0.8396	83.96%
CYP2C19 inhibition	-	0.7998	79.98%
CYP2D6 inhibition	-	0.8937	89.37%
CYP1A2 inhibition	-	0.8142	81.42%
CYP2C8 inhibition	+	0.8341	83.41%
CYP inhibitory promiscuity	-	0.9489	94.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6141	61.41%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.8984	89.84%
Skin irritation	-	0.7698	76.98%
Skin corrosion	-	0.9297	92.97%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3637	36.37%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.6178	61.78%
skin sensitisation	-	0.8428	84.28%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7475	74.75%
Acute Oral Toxicity (c)	III	0.5218	52.18%
Estrogen receptor binding	+	0.7412	74.12%
Androgen receptor binding	+	0.7262	72.62%
Thyroid receptor binding	+	0.6313	63.13%
Glucocorticoid receptor binding	+	0.6013	60.13%
Aromatase binding	+	0.7025	70.25%
PPAR gamma	+	0.7625	76.25%
Honey bee toxicity	-	0.6907	69.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8183	81.83%

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	99.98%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.88%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.66%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.64%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.06%	91.11%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	97.02%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.17%	97.09%
CHEMBL255	P29275	Adenosine A2b receptor	95.82%	98.59%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.73%	90.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.68%	99.17%
CHEMBL3310	Q96DB2	Histone deacetylase 11	94.95%	88.56%
CHEMBL2535	P11166	Glucose transporter	94.27%	98.75%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	94.20%	93.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.84%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.74%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	92.59%	94.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.02%	96.00%
CHEMBL220	P22303	Acetylcholinesterase	92.01%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.94%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.82%	93.56%
CHEMBL4506	Q96EB6	NAD-dependent deacetylase sirtuin 1	91.45%	88.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	89.91%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.90%	95.56%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	88.59%	97.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.20%	93.99%
CHEMBL1781	P11387	DNA topoisomerase I	87.96%	97.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.69%	89.00%
CHEMBL3384	Q16512	Protein kinase N1	87.35%	80.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.10%	96.47%
CHEMBL4071	P08311	Cathepsin G	87.01%	94.64%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	85.84%	97.88%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	85.66%	87.16%
CHEMBL4208	P20618	Proteasome component C5	85.35%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.21%	86.33%
CHEMBL1991	O14920	Inhibitor of nuclear factor kappa B kinase beta subunit	84.55%	97.15%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.42%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.23%	99.23%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.23%	97.53%
CHEMBL236	P41143	Delta opioid receptor	83.09%	99.35%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	81.85%	94.36%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.52%	100.00%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	81.41%	99.09%
CHEMBL3784	Q09472	Histone acetyltransferase p300	81.15%	93.33%
CHEMBL2443	P49862	Kallikrein 7	81.15%	94.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.96%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.15%	100.00%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	80.09%	90.71%

Plants that contains it

• Celosia argentea

Cross-Links

• PubChem: 162821408
• LOTUS: LTS0270067
• wikiData: Q105235931