(2S)-2-[[(8R,9R,12R,15R,18R,21R,27S)-12,15-bis[(2S)-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]-5-(diaminomethylideneamino)pentanoic acid

Details

• Internal ID: bdda3a29-67cd-49f6-87f2-b0549d8add74
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2S)-2-[[(8R,9R,12R,15R,18R,21R,27S)-12,15-bis[(2S)-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]-5-(diaminomethylideneamino)pentanoic 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(CCCN=C(N)N)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](CCCN=C(N)N)C(=O)O)N=C6)[C@@H](C)CC
• InChI: InChI=1S/C54H80N18O11/c1-7-26(5)41-49(79)68-37-21-31-30-14-13-28(40(25(3)4)43(71-46(76)33-15-16-38(73)63-33)51(81)70-42(27(6)8-2)50(80)69-41)19-35(30)65-44(31)72-23-29(62-24-72)20-36(47(77)67-34(52(82)83)12-10-18-60-54(57)58)64-39(74)22-61-45(75)32(66-48(37)78)11-9-17-59-53(55)56/h13-14,19,23-27,32-34,36-37,40-43,65H,7-12,15-18,20-22H2,1-6H3,(H,61,75)(H,63,73)(H,64,74)(H,66,78)(H,67,77)(H,68,79)(H,69,80)(H,70,81)(H,71,76)(H,82,83)(H4,55,56,59)(H4,57,58,60)/t26-,27-,32+,33-,34-,36-,37+,40+,41+,42+,43+/m0/s1
• InChI Key: JXUAEBMHMDKXHH-IBPJPAMOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₀N₁₈O₁₁
• Molecular Weight: 1157.30 g/mol
• Exact Mass: 1156.62539544 g/mol
• Topological Polar Surface Area (TPSA): 462.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -2.72
• H-Bond Acceptor: 14
• H-Bond Donor: 15
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9425	94.25%
Caco-2	-	0.8631	86.31%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.3828	38.28%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8110	81.10%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.7209	72.09%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9700	97.00%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	+	0.8720	87.20%
CYP3A4 substrate	+	0.7413	74.13%
CYP2C9 substrate	-	0.5968	59.68%
CYP2D6 substrate	-	0.8534	85.34%
CYP3A4 inhibition	-	0.9483	94.83%
CYP2C9 inhibition	-	0.8149	81.49%
CYP2C19 inhibition	-	0.7781	77.81%
CYP2D6 inhibition	-	0.8896	88.96%
CYP1A2 inhibition	-	0.8113	81.13%
CYP2C8 inhibition	+	0.8260	82.60%
CYP inhibitory promiscuity	-	0.9570	95.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6109	61.09%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.8976	89.76%
Skin irritation	-	0.7721	77.21%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6506	65.06%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.5678	56.78%
skin sensitisation	-	0.8491	84.91%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7707	77.07%
Acute Oral Toxicity (c)	III	0.5509	55.09%
Estrogen receptor binding	+	0.7194	71.94%
Androgen receptor binding	+	0.7265	72.65%
Thyroid receptor binding	+	0.6351	63.51%
Glucocorticoid receptor binding	+	0.6430	64.30%
Aromatase binding	+	0.7400	74.00%
PPAR gamma	+	0.7586	75.86%
Honey bee toxicity	-	0.6977	69.77%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8509	85.09%

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	99.87%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.67%	94.45%
CHEMBL2581	P07339	Cathepsin D	99.50%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.81%	91.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	96.70%	93.10%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	96.61%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.58%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.26%	90.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.93%	99.17%
CHEMBL255	P29275	Adenosine A2b receptor	95.68%	98.59%
CHEMBL3310	Q96DB2	Histone deacetylase 11	95.60%	88.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	95.51%	90.71%
CHEMBL2535	P11166	Glucose transporter	94.56%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.31%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.25%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	91.77%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.55%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	89.34%	94.75%
CHEMBL4506	Q96EB6	NAD-dependent deacetylase sirtuin 1	89.28%	88.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	89.10%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.07%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.46%	96.47%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	88.05%	97.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.27%	93.99%
CHEMBL3384	Q16512	Protein kinase N1	86.72%	80.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.24%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.17%	85.14%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.91%	95.58%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	85.22%	87.16%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.21%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.86%	99.23%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	84.63%	97.88%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	84.52%	99.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.91%	100.00%
CHEMBL1781	P11387	DNA topoisomerase I	83.40%	97.00%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	83.35%	82.86%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.93%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.04%	93.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.81%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	81.08%	90.17%
CHEMBL236	P41143	Delta opioid receptor	81.08%	99.35%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.07%	97.53%
CHEMBL1991	O14920	Inhibitor of nuclear factor kappa B kinase beta subunit	81.00%	97.15%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.29%	95.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.20%	100.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	80.01%	91.79%

Plants that contains it

• Celosia argentea

Cross-Links

• PubChem: 162826095
• LOTUS: LTS0167783
• wikiData: Q105136805