(8S,9S,12S,15S,18S,21S,27R)-12,15-bis[(2R)-butan-2-yl]-21-[3-(diaminomethylideneamino)propyl]-10,13,16,19,22,25-hexaoxo-9-[[(2R)-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-carboxylic acid

Details

• Internal ID: fdf4a48a-8cd8-4a51-9bd9-1b0b214bc615
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (8S,9S,12S,15S,18S,21S,27R)-12,15-bis[(2R)-butan-2-yl]-21-[3-(diaminomethylideneamino)propyl]-10,13,16,19,22,25-hexaoxo-9-[[(2R)-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-carboxylic 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)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)O)N=C6)[C@H](C)CC
• InChI: InChI=1S/C48H68N14O10/c1-7-23(5)37-44(68)58-32-18-28-27-12-11-25(36(22(3)4)39(61-42(66)30-13-14-34(63)54-30)46(70)60-38(24(6)8-2)45(69)59-37)16-31(27)56-40(28)62-20-26(53-21-62)17-33(47(71)72)55-35(64)19-52-41(65)29(57-43(32)67)10-9-15-51-48(49)50/h11-12,16,20-24,29-30,32-33,36-39,56H,7-10,13-15,17-19H2,1-6H3,(H,52,65)(H,54,63)(H,55,64)(H,57,67)(H,58,68)(H,59,69)(H,60,70)(H,61,66)(H,71,72)(H4,49,50,51)/t23-,24-,29+,30-,32+,33-,36+,37+,38+,39+/m1/s1
• InChI Key: SPTBAGLYYLQEPE-KNHFMEDRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₆₈N₁₄O₁₀
• Molecular Weight: 1001.10 g/mol
• Exact Mass: 1000.52428442 g/mol
• Topological Polar Surface Area (TPSA): 368.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -1.26
• H-Bond Acceptor: 12
• H-Bond Donor: 12
• Rotatable Bonds: 12

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	-	0.8628	86.28%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.3828	38.28%
OATP2B1 inhibitior	-	0.7190	71.90%
OATP1B1 inhibitior	+	0.8149	81.49%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.7209	72.09%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9842	98.42%
P-glycoprotein inhibitior	+	0.7499	74.99%
P-glycoprotein substrate	+	0.8735	87.35%
CYP3A4 substrate	+	0.7275	72.75%
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	+	0.8277	82.77%
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	-	0.9016	90.16%
Skin irritation	-	0.7721	77.21%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6646	66.46%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.6428	64.28%
skin sensitisation	-	0.8491	84.91%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7935	79.35%
Acute Oral Toxicity (c)	III	0.5509	55.09%
Estrogen receptor binding	+	0.7873	78.73%
Androgen receptor binding	+	0.7189	71.89%
Thyroid receptor binding	+	0.6127	61.27%
Glucocorticoid receptor binding	+	0.5494	54.94%
Aromatase binding	+	0.6802	68.02%
PPAR gamma	+	0.7605	76.05%
Honey bee toxicity	-	0.7258	72.58%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
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	99.97%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.87%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.60%	94.45%
CHEMBL2581	P07339	Cathepsin D	98.94%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.28%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	96.82%	94.45%
CHEMBL2535	P11166	Glucose transporter	96.08%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.31%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.94%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.37%	90.71%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	94.32%	90.24%
CHEMBL255	P29275	Adenosine A2b receptor	94.06%	98.59%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.26%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.04%	85.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.50%	90.08%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	90.20%	87.16%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	89.90%	97.64%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	89.77%	97.88%
CHEMBL213	P08588	Beta-1 adrenergic receptor	89.66%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	89.16%	88.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.87%	89.00%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	88.82%	99.09%
CHEMBL3384	Q16512	Protein kinase N1	88.80%	80.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.95%	95.56%
CHEMBL4071	P08311	Cathepsin G	86.74%	94.64%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.34%	96.00%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	86.20%	90.71%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.51%	95.58%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.27%	99.23%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.92%	93.10%
CHEMBL1781	P11387	DNA topoisomerase I	84.86%	97.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	84.67%	91.79%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.53%	96.47%
CHEMBL1937	Q92769	Histone deacetylase 2	84.12%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.06%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.93%	93.99%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.33%	90.24%
CHEMBL2443	P49862	Kallikrein 7	82.17%	94.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.10%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.83%	90.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.80%	93.56%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.31%	97.50%

Plants that contains it

• Celosia argentea

Cross-Links

• PubChem: 162821410
• LOTUS: LTS0155091
• wikiData: Q105257581