Anacyclamide A15G

Details

• Internal ID: 6c7a3621-9daa-4dc6-b7e0-4276c8e8c83e
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: 2-[(3S,6S,12S,15S,21S,24S,27S,30S,36S,39S,42S,45S,48S)-6-(4-aminobutyl)-24-(3-amino-3-oxopropyl)-39-benzyl-36-[(2S)-butan-2-yl]-21-(carboxymethyl)-12-[(1R)-1-hydroxyethyl]-3,30-bis[(4-hydroxyphenyl)methyl]-45-(1H-imidazol-5-ylmethyl)-42-methyl-2,5,8,11,14,20,23,26,29,32,35,38,41,44,47-pentadecaoxo-1,4,7,10,13,19,22,25,28,31,34,37,40,43,46-pentadecazatricyclo[46.3.0.015,19]henpentacontan-27-yl]acetic acid
• SMILES (Canonical): CCC(C)C1C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CC4=CC=CC=C4)C)CC5=CN=CN5)CC6=CC=C(C=C6)O)CCCCN)C(C)O)CC(=O)O)CCC(=O)N)CC(=O)O)CC7=CC=C(C=C7)O
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N3CCC[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CC4=CC=CC=C4)C)CC5=CN=CN5)CC6=CC=C(C=C6)O)CCCCN)[C@@H](C)O)CC(=O)O)CCC(=O)N)CC(=O)O)CC7=CC=C(C=C7)O
• InChI: InChI=1S/C79H107N19O23/c1-5-41(2)65-76(118)83-39-62(104)88-52(32-45-18-22-48(100)23-19-45)71(113)91-55(35-63(105)106)72(114)89-51(26-27-60(81)102)69(111)94-57(36-64(107)108)79(121)98-30-12-17-59(98)75(117)96-66(43(4)99)77(119)84-38-61(103)87-50(15-9-10-28-80)68(110)93-56(33-46-20-24-49(101)25-21-46)78(120)97-29-11-16-58(97)74(116)92-54(34-47-37-82-40-85-47)70(112)86-42(3)67(109)90-53(73(115)95-65)31-44-13-7-6-8-14-44/h6-8,13-14,18-25,37,40-43,50-59,65-66,99-101H,5,9-12,15-17,26-36,38-39,80H2,1-4H3,(H2,81,102)(H,82,85)(H,83,118)(H,84,119)(H,86,112)(H,87,103)(H,88,104)(H,89,114)(H,90,109)(H,91,113)(H,92,116)(H,93,110)(H,94,111)(H,95,115)(H,96,117)(H,105,106)(H,107,108)/t41-,42-,43+,50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,65-,66-/m0/s1
• InChI Key: UEQHWHLUDMRVAA-MGRDNXCQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₇₉H₁₀₇N₁₉O₂₃
• Molecular Weight: 1690.80 g/mol
• Exact Mass: 1689.77872074 g/mol
• Topological Polar Surface Area (TPSA): 652.00 Ų
• XlogP: -4.30
• Atomic LogP (AlogP): -5.56
• H-Bond Acceptor: 23
• H-Bond Donor: 21
• Rotatable Bonds: 22

Synonyms

• RefChem:112483
• 2,2'-((6S,9S,12S,15S,21S,24S,27S,30S,32aS,38S,41S,47S,49aS)-30-((1H-imidazol-5-yl)methyl)-9-(3-amino-3-oxopropyl)-41-(4-aminobutyl)-24-benzyl-21-((S)-sec-butyl)-15,38-bis(4-hydroxybenzyl)-47-((R)-1-hydroxyethyl)-27-methyl-5,8,11,14,17,20,23,26,29,32,37,40,43,46,49-pentadecaoxooctatetracontahydro-1H-dipyrrolo(1,2-a:1',2'-e1)(1,4,7,10,13,16,19,22,25,28,31,34,37,40,43)pentadecaazacyclopentatetracontine-6,12-diyl)diacetic acid--(E)-2,6-dimethylocta-2,6-diene (1/1)
• 2,2'-((6S,9S,12S,15S,21S,24S,27S,30S,32aS,38S,41S,47S,49aS)-30-((1H-imidazol-5-yl)methyl)-9-(3-amino-3-oxopropyl)-41-(4-aminobutyl)-24-benzyl-21-((S)-sec-butyl)-15,38-bis(4-hydroxybenzyl)-47-((R)-1-hydroxyethyl)-27-methyl-5,8,11,14,17,20,23,26,29,32,37,40,43,46,49-pentadecaoxooctatetracontahydro-1H-dipyrrolo[1,2-a:1',2'-e1][1,4,7,10,13,16,19,22,25,28,31,34,37,40,43]pentadecaazacyclopentatetracontine-6,12-diyl)diacetic acid--(E)-2,6-dimethylocta-2,6-diene (1/1)
• 2-((3S,6S,12S,15S,21S,24S,27S,30S,36S,39S,42S,45S,48S)-6-(4-aminobutyl)-39-benzyl-36-((2S)-butan-2-yl)-21-(carboxymethyl)-5,8,11,14,23,26,29,32,35,38,41,44,47-tridecahydroxy-12-((1R)-1-hydroxyethyl)-24-(3-hydroxy-3-iminopropyl)-3,30-bis((4-hydroxyphenyl)methyl)-45-(1H-imidazol-5-ylmethyl)-42-methyl-2,20-dioxo-1,4,7,10,13,19,22,25,28,31,34,37,40,43,46-pentadecazatricyclo(46.3.0.015,19)henpentaconta-4,7,10,13,22,25,28,31,34,37,40,43,46-tridecaen-27-yl)acetic acid
• 2-((3S,6S,12S,15S,21S,24S,27S,30S,36S,39S,42S,45S,48S)-6-(4-Aminobutyl)-39-benzyl-36-((2S)-butan-2-yl)-27-(carboxymethyl)-5,8,11,14,23,26,29,32,35,38,41,44,47-tridecahydroxy-24-(2-(C-hydroxycarbonimidoyl)ethyl)-12-((1R)-1-hydroxyethyl)-3,30-bis((4-hydroxyphenyl)methyl)-45-((1H-imidazol-5-yl)methyl)-42-methyl-2,20-dioxo-1,4,7,10,13,19,22,25,28,31,34,37,40,43,46-pentadecaazatricyclo(46.3.0.0,)henpentaconta-4,7,10,13,22,25,28,31,34,37,40,43,46-tridecaen-21-yl)acetate
• 2-[(3S,6S,12S,15S,21S,24S,27S,30S,36S,39S,42S,45S,48S)-6-(4-aminobutyl)-39-benzyl-36-[(2S)-butan-2-yl]-21-(carboxymethyl)-5,8,11,14,23,26,29,32,35,38,41,44,47-tridecahydroxy-12-[(1R)-1-hydroxyethyl]-24-(3-hydroxy-3-iminopropyl)-3,30-bis[(4-hydroxyphenyl)methyl]-45-(1H-imidazol-5-ylmethyl)-42-methyl-2,20-dioxo-1,4,7,10,13,19,22,25,28,31,34,37,40,43,46-pentadecazatricyclo[46.3.0.015,19]henpentaconta-4,7,10,13,22,25,28,31,34,37,40,43,46-tridecaen-27-yl]acetic acid
• 2-[(3S,6S,12S,15S,21S,24S,27S,30S,36S,39S,42S,45S,48S)-6-(4-Aminobutyl)-39-benzyl-36-[(2S)-butan-2-yl]-27-(carboxymethyl)-5,8,11,14,23,26,29,32,35,38,41,44,47-tridecahydroxy-24-[2-(C-hydroxycarbonimidoyl)ethyl]-12-[(1R)-1-hydroxyethyl]-3,30-bis[(4-hydroxyphenyl)methyl]-45-[(1H-imidazol-5-yl)methyl]-42-methyl-2,20-dioxo-1,4,7,10,13,19,22,25,28,31,34,37,40,43,46-pentadecaazatricyclo[46.3.0.0,]henpentaconta-4,7,10,13,22,25,28,31,34,37,40,43,46-tridecaen-21-yl]acetate
• CHEBI:221749
• DTXSID501335588
• Cyclo(L-alanyl-L-phenylalanyl-L-isoleucylglycyl-L-tyrosyl-L-alpha-aspartyl-L-glutaminyl-L-alpha-aspartyl-L-prolyl-L-threonylglycyl-L-lysyl-L-tyrosyl-L-prolyl-L-histidyl)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8068	80.68%
Caco-2	-	0.8640	86.40%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4208	42.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8229	82.29%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9721	97.21%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.8940	89.40%
CYP3A4 substrate	+	0.7287	72.87%
CYP2C9 substrate	-	0.7932	79.32%
CYP2D6 substrate	-	0.8079	80.79%
CYP3A4 inhibition	-	0.8476	84.76%
CYP2C9 inhibition	-	0.8835	88.35%
CYP2C19 inhibition	-	0.8654	86.54%
CYP2D6 inhibition	-	0.8882	88.82%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	+	0.8205	82.05%
CYP inhibitory promiscuity	-	0.8826	88.26%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5933	59.33%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8954	89.54%
Skin irritation	-	0.8016	80.16%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.7178	71.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7241	72.41%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.5214	52.14%
skin sensitisation	-	0.9003	90.03%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6717	67.17%
Acute Oral Toxicity (c)	III	0.5520	55.20%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.7362	73.62%
Thyroid receptor binding	+	0.7719	77.19%
Glucocorticoid receptor binding	+	0.8254	82.54%
Aromatase binding	+	0.8035	80.35%
PPAR gamma	+	0.7514	75.14%
Honey bee toxicity	-	0.7044	70.44%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6041	60.41%
Fish aquatic toxicity	+	0.7665	76.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.86%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.65%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.63%	85.14%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	98.15%	82.38%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	97.60%	97.64%
CHEMBL3038469	P24941	CDK2/Cyclin A	97.57%	91.38%
CHEMBL4071	P08311	Cathepsin G	96.65%	94.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.76%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.18%	91.11%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	94.82%	97.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.17%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	94.17%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.90%	95.56%
CHEMBL4633	P22001	Voltage-gated potassium channel subunit Kv1.3	92.30%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.24%	86.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.80%	90.08%
CHEMBL221	P23219	Cyclooxygenase-1	90.03%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.43%	97.09%
CHEMBL2443	P49862	Kallikrein 7	89.34%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.22%	99.17%
CHEMBL4447	Q9Y337	Kallikrein 5	88.80%	87.50%
CHEMBL5203	P33316	dUTP pyrophosphatase	88.59%	99.18%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.89%	95.89%
CHEMBL5805	Q9NR97	Toll-like receptor 8	87.59%	96.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.55%	90.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.30%	93.03%
CHEMBL2243	O00519	Anandamide amidohydrolase	85.69%	97.53%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	85.06%	97.23%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.67%	100.00%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	84.61%	99.09%
CHEMBL2535	P11166	Glucose transporter	83.59%	98.75%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	82.20%	97.43%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.35%	96.90%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.13%	99.23%
CHEMBL1902	P62942	FK506-binding protein 1A	80.11%	97.05%

Plants that contains it

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Cross-Links

• PubChem: 146684860
• LOTUS: LTS0168141
• wikiData: Q105271064