(2R)-2-[[(8S,9R,12R,15R,18S,21S,27R)-12-[(2S)-butan-2-yl]-21-[3-(diaminomethylideneamino)propyl]-10,13,16,19,22,25-hexaoxo-9-[[(2R)-5-oxopyrrolidine-2-carbonyl]amino]-8,15-di(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: 9a1fa2df-3fe6-4818-aae4-ae9920b64b7a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2R)-2-[[(8S,9R,12R,15R,18S,21S,27R)-12-[(2S)-butan-2-yl]-21-[3-(diaminomethylideneamino)propyl]-10,13,16,19,22,25-hexaoxo-9-[[(2R)-5-oxopyrrolidine-2-carbonyl]amino]-8,15-di(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)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)CNC(=O)[C@@H](NC2=O)CCCN=C(N)N)C(=O)N[C@H](CC(=O)O)C(=O)O)N=C6)C(C)C
• InChI: InChI=1S/C51H71N15O13/c1-7-24(6)40-48(76)63-39(23(4)5)47(75)61-33-17-28-27-11-10-25(38(22(2)3)41(49(77)64-40)65-44(72)30-12-13-35(67)57-30)15-31(27)59-42(28)66-20-26(56-21-66)16-32(45(73)62-34(50(78)79)18-37(69)70)58-36(68)19-55-43(71)29(60-46(33)74)9-8-14-54-51(52)53/h10-11,15,20-24,29-30,32-34,38-41,59H,7-9,12-14,16-19H2,1-6H3,(H,55,71)(H,57,67)(H,58,68)(H,60,74)(H,61,75)(H,62,73)(H,63,76)(H,64,77)(H,65,72)(H,69,70)(H,78,79)(H4,52,53,54)/t24-,29-,30+,32+,33-,34+,38-,39+,40+,41+/m0/s1
• InChI Key: KFGFIFOXJSPNCK-UIAGNESMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₁N₁₅O₁₃
• Molecular Weight: 1102.20 g/mol
• Exact Mass: 1101.53557738 g/mol
• Topological Polar Surface Area (TPSA): 435.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -2.69
• H-Bond Acceptor: 14
• H-Bond Donor: 14
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9008	90.08%
Caco-2	-	0.8642	86.42%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4063	40.63%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8038	80.38%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	0.7209	72.09%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9748	97.48%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	+	0.8671	86.71%
CYP3A4 substrate	+	0.7403	74.03%
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	+	0.8386	83.86%
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	-	0.8986	89.86%
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	+	0.6478	64.78%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.6178	61.78%
skin sensitisation	-	0.8428	84.28%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7934	79.34%
Acute Oral Toxicity (c)	III	0.5218	52.18%
Estrogen receptor binding	+	0.7420	74.20%
Androgen receptor binding	+	0.7212	72.12%
Thyroid receptor binding	+	0.6346	63.46%
Glucocorticoid receptor binding	+	0.5924	59.24%
Aromatase binding	+	0.7034	70.34%
PPAR gamma	+	0.7684	76.84%
Honey bee toxicity	-	0.6841	68.41%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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	99.89%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.67%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.65%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.06%	91.11%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	97.04%	90.24%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.22%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.17%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.56%	99.17%
CHEMBL3310	Q96DB2	Histone deacetylase 11	95.47%	88.56%
CHEMBL255	P29275	Adenosine A2b receptor	95.43%	98.59%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.42%	85.14%
CHEMBL2535	P11166	Glucose transporter	94.36%	98.75%
CHEMBL220	P22303	Acetylcholinesterase	94.30%	94.45%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	94.28%	93.10%
CHEMBL1937	Q92769	Histone deacetylase 2	93.89%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.84%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.74%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.02%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.82%	93.56%
CHEMBL4506	Q96EB6	NAD-dependent deacetylase sirtuin 1	90.49%	88.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	89.91%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.90%	95.56%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	88.89%	97.88%
CHEMBL1781	P11387	DNA topoisomerase I	88.69%	97.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	88.59%	97.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.35%	96.47%
CHEMBL3384	Q16512	Protein kinase N1	87.24%	80.71%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	87.01%	99.09%
CHEMBL4071	P08311	Cathepsin G	86.88%	94.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.80%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.82%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.21%	86.33%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.42%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.01%	99.23%
CHEMBL4208	P20618	Proteasome component C5	83.57%	90.00%
CHEMBL236	P41143	Delta opioid receptor	83.55%	99.35%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.05%	97.53%
CHEMBL1991	O14920	Inhibitor of nuclear factor kappa B kinase beta subunit	83.01%	97.15%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	82.76%	87.16%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.85%	100.00%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	81.85%	94.36%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.52%	100.00%
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%

Plants that contains it

• Celosia argentea

Cross-Links

• PubChem: 163091759
• LOTUS: LTS0260354
• wikiData: Q105140363