Actagardine, unoxidised form

Details

• Internal ID: 0422a19b-1508-40d6-b070-666fe56708a8
• Taxonomy: Organic Polymers > Polypeptides
• IUPAC Name: 11-[[18-amino-15-(hydroxymethyl)-9-(1H-indol-3-ylmethyl)-5,8,11,14,17-pentaoxo-6-propan-2-yl-1-thia-4,7,10,13,16-pentazacyclononadecane-3-carbonyl]amino]-33,44-di(butan-2-yl)-41-(2-carboxyethyl)-4,12,22,28-tetramethyl-8-(2-methylpropyl)-7,10,16,19,27,30,32,35,38,40,43,46-dodecaoxo-36-propan-2-yl-3,13,23-trithia-6,9,17,20,26,29,31,34,37,39,42,45-dodecazatricyclo[19.9.8.85,15]hexatetracontane-25-carboxylic acid
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC2CSC(C(C(=O)NC(C(=O)NC(C(SCC3C(=O)NC(C(=O)NC(CSC(C(C(=O)NC(C(=O)NC(C(=O)N3)C(C)CC)C(C)C)NC(=O)CNC2=O)C)C(=O)O)C)C)C(=O)N1)CC(C)C)NC(=O)C4CSCC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)N4)C(C)C)CC5=CNC6=CC=CC=C65)CO)N)C)CCC(=O)O
• SMILES (Isomeric): CCC(C)C1C(=O)NC(C(=O)NC2CSC(C(C(=O)NC(C(=O)NC(C(SCC3C(=O)NC(C(=O)NC(CSC(C(C(=O)NC(C(=O)NC(C(=O)N3)C(C)CC)C(C)C)NC(=O)CNC2=O)C)C(=O)O)C)C)C(=O)N1)CC(C)C)NC(=O)C4CSCC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)N4)C(C)C)CC5=CNC6=CC=CC=C65)CO)N)C)CCC(=O)O
• InChI: InChI=1S/C81H124N20O23S4/c1-15-37(9)60-76(118)88-47(21-22-57(105)106)69(111)91-52-31-126-41(13)63(101-73(115)51-30-125-29-45(82)66(108)90-50(28-102)67(109)84-26-55(103)87-49(71(113)96-58(35(5)6)74(116)92-51)24-43-25-83-46-20-18-17-19-44(43)46)78(120)89-48(23-34(3)4)70(112)100-64(80(122)99-60)42(14)127-32-53-72(114)86-39(11)65(107)94-54(81(123)124)33-128-40(12)62(95-56(104)27-85-68(52)110)79(121)97-59(36(7)8)75(117)98-61(38(10)16-2)77(119)93-53/h17-20,25,34-42,45,47-54,58-64,83,102H,15-16,21-24,26-33,82H2,1-14H3,(H,84,109)(H,85,110)(H,86,114)(H,87,103)(H,88,118)(H,89,120)(H,90,108)(H,91,111)(H,92,116)(H,93,119)(H,94,107)(H,95,104)(H,96,113)(H,97,121)(H,98,117)(H,99,122)(H,100,112)(H,101,115)(H,105,106)(H,123,124)
• InChI Key: BONKUOOMLCEDCZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₁H₁₂₄N₂₀O₂₃S₄
• Molecular Weight: 1874.20 g/mol
• Exact Mass: 1872.8031050 g/mol
• Topological Polar Surface Area (TPSA): 762.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -5.41
• H-Bond Acceptor: 26
• H-Bond Donor: 23
• Rotatable Bonds: 17

Synonyms

• RefChem:109455
• 11-(((18-amino-5,8,11,14,17-pentahydroxy-15-(hydroxymethyl)-9-((1H-indol-3-yl)methyl)-6-(propan-2-yl)-1-thia-4,7,10,13,16-pentaazacyclononadeca-4,7,10,13,16-pentaen-3-yl)(hydroxy)methylidene)amino)-33,44-bis(butan-2-yl)-41-(2-carboxyethyl)-7,10,16,19,27,30,32,35,38,40,43,46-dodecahydroxy-4,12,22,28-tetramethyl-8-(2-methylpropyl)-36-(propan-2-yl)-3,13,23-trithia-6,9,17,20,26,29,31,34,37,39,42,45-dodecaazatricyclo(19.9.8.8,)hexatetraconta-6,9,16,19,26,29,31,34,37,39,42,45-dodecaene-25-carboxylate
• 11-((18-amino-15-(hydroxymethyl)-9-(1H-indol-3-ylmethyl)-5,8,11,14,17-pentaoxo-6-propan-2-yl-1-thia-4,7,10,13,16-pentazacyclononadecane-3-carbonyl)amino)-33,44-di(butan-2-yl)-41-(2-carboxyethyl)-4,12,22,28-tetramethyl-8-(2-methylpropyl)-7,10,16,19,27,30,32,35,38,40,43,46-dodecaoxo-36-propan-2-yl-3,13,23-trithia-6,9,17,20,26,29,31,34,37,39,42,45-dodecazatricyclo(19.9.8.85,15)hexatetracontane-25-carboxylic acid
• 11-({[18-amino-5,8,11,14,17-pentahydroxy-15-(hydroxymethyl)-9-[(1H-indol-3-yl)methyl]-6-(propan-2-yl)-1-thia-4,7,10,13,16-pentaazacyclononadeca-4,7,10,13,16-pentaen-3-yl](hydroxy)methylidene}amino)-33,44-bis(butan-2-yl)-41-(2-carboxyethyl)-7,10,16,19,27,30,32,35,38,40,43,46-dodecahydroxy-4,12,22,28-tetramethyl-8-(2-methylpropyl)-36-(propan-2-yl)-3,13,23-trithia-6,9,17,20,26,29,31,34,37,39,42,45-dodecaazatricyclo[19.9.8.8,]hexatetraconta-6,9,16,19,26,29,31,34,37,39,42,45-dodecaene-25-carboxylate
• 11-[[18-amino-15-(hydroxymethyl)-9-(1H-indol-3-ylmethyl)-5,8,11,14,17-pentaoxo-6-propan-2-yl-1-thia-4,7,10,13,16-pentazacyclononadecane-3-carbonyl]amino]-33,44-di(butan-2-yl)-41-(2-carboxyethyl)-4,12,22,28-tetramethyl-8-(2-methylpropyl)-7,10,16,19,27,30,32,35,38,40,43,46-dodecaoxo-36-propan-2-yl-3,13,23-trithia-6,9,17,20,26,29,31,34,37,39,42,45-dodecazatricyclo[19.9.8.85,15]hexatetracontane-25-carboxylic acid
• CHEBI:207302

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8925	89.25%
Caco-2	-	0.8606	86.06%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.4205	42.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8203	82.03%
OATP1B3 inhibitior	+	0.9337	93.37%
MATE1 inhibitior	-	0.7628	76.28%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9580	95.80%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.8770	87.70%
CYP3A4 substrate	+	0.7438	74.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8269	82.69%
CYP3A4 inhibition	-	0.9077	90.77%
CYP2C9 inhibition	-	0.8454	84.54%
CYP2C19 inhibition	-	0.8333	83.33%
CYP2D6 inhibition	-	0.9177	91.77%
CYP1A2 inhibition	-	0.8401	84.01%
CYP2C8 inhibition	+	0.8163	81.63%
CYP inhibitory promiscuity	-	0.9406	94.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6357	63.57%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.8954	89.54%
Skin irritation	-	0.7670	76.70%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7123	71.23%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8488	84.88%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7763	77.63%
Acute Oral Toxicity (c)	III	0.5886	58.86%
Estrogen receptor binding	-	0.5307	53.07%
Androgen receptor binding	+	0.7408	74.08%
Thyroid receptor binding	+	0.7905	79.05%
Glucocorticoid receptor binding	+	0.8273	82.73%
Aromatase binding	+	0.8082	80.82%
PPAR gamma	+	0.7736	77.36%
Honey bee toxicity	-	0.6442	64.42%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8522	85.22%

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	99.91%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.58%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	99.54%	94.45%
CHEMBL2581	P07339	Cathepsin D	99.39%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.02%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	97.17%	93.10%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	96.81%	97.64%
CHEMBL221	P23219	Cyclooxygenase-1	96.51%	90.17%
CHEMBL4071	P08311	Cathepsin G	95.77%	94.64%
CHEMBL4208	P20618	Proteasome component C5	94.79%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.65%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	94.26%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.83%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.32%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.79%	97.09%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	91.84%	96.90%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	91.79%	83.10%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.57%	91.71%
CHEMBL3310	Q96DB2	Histone deacetylase 11	91.21%	88.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	90.82%	90.24%
CHEMBL255	P29275	Adenosine A2b receptor	90.43%	98.59%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.16%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.56%	97.14%
CHEMBL2093869	P05106	Integrin alpha-IIb/beta-3	89.07%	95.42%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.72%	100.00%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	87.66%	90.71%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.04%	94.62%
CHEMBL226	P30542	Adenosine A1 receptor	86.78%	95.93%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.61%	90.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.11%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	84.71%	90.20%
CHEMBL2535	P11166	Glucose transporter	84.61%	98.75%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.95%	97.29%
CHEMBL1949	P62937	Cyclophilin A	83.83%	98.57%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.60%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.52%	89.00%
CHEMBL2443	P49862	Kallikrein 7	82.85%	94.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.90%	95.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.70%	94.23%
CHEMBL299	P17252	Protein kinase C alpha	81.24%	98.03%
CHEMBL261	P00915	Carbonic anhydrase I	81.11%	96.76%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.56%	85.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.51%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.14%	96.61%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586851
• LOTUS: LTS0183229
• wikiData: Q77516084