Anacyclamide A10

Details

• Internal ID: 472a864f-4016-4be5-b276-29076ae3746e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 3-[(3S,6S,12S,18S,21S,24S,27S,30S,33S)-21-[(2S)-butan-2-yl]-30-[(1R)-1-hydroxyethyl]-12,27-bis(hydroxymethyl)-18-(1H-indol-3-ylmethyl)-2,5,11,14,17,20,23,26,29,32-decaoxo-3-propan-2-yl-1,4,10,13,16,19,22,25,28,31-decazatricyclo[31.3.0.06,10]hexatriacontan-24-yl]propanamide
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NCC(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)N3CCCC3C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CCC(=O)N)CO)C(C)O)C(C)C)CO)CC4=CNC5=CC=CC=C54
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N2CCC[C@H]2C(=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)CCC(=O)N)CO)[C@@H](C)O)C(C)C)CO)CC4=CNC5=CC=CC=C54
• InChI: InChI=1S/C49H72N12O14/c1-6-25(4)39-46(72)55-31(19-27-20-51-29-12-8-7-11-28(27)29)41(67)52-21-37(66)53-33(23-63)48(74)60-17-9-13-34(60)44(70)57-38(24(2)3)49(75)61-18-10-14-35(61)45(71)59-40(26(5)64)47(73)56-32(22-62)43(69)54-30(42(68)58-39)15-16-36(50)65/h7-8,11-12,20,24-26,30-35,38-40,51,62-64H,6,9-10,13-19,21-23H2,1-5H3,(H2,50,65)(H,52,67)(H,53,66)(H,54,69)(H,55,72)(H,56,73)(H,57,70)(H,58,68)(H,59,71)/t25-,26+,30-,31-,32-,33-,34-,35-,38-,39-,40-/m0/s1
• InChI Key: TWBVBKLXMJGRPJ-WTPCWRIRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₂N₁₂O₁₄
• Molecular Weight: 1053.20 g/mol
• Exact Mass: 1052.52909502 g/mol
• Topological Polar Surface Area (TPSA): 393.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -4.45
• H-Bond Acceptor: 14
• H-Bond Donor: 13
• Rotatable Bonds: 11

Synonyms

• 3-[(3S,6S,12S,18S,21S,24S,27S,30S,33S)-21-[(2S)-butan-2-yl]-30-[(1R)-1-hydroxyethyl]-12,27-bis(hydroxymethyl)-18-(1H-indol-3-ylmethyl)-2,5,11,14,17,20,23,26,29,32-decaoxo-3-propan-2-yl-1,4,10,13,16,19,22,25,28,31-decazatricyclo[31.3.0.06,10]hexatriacontan-24-yl]propanamide
• 3-((3S,6S,12S,18S,21S,24S,27S,30S,33S)-21-((2S)-butan-2-yl)-30-((1R)-1-hydroxyethyl)-12,27-bis(hydroxymethyl)-18-(1H-indol-3-ylmethyl)-2,5,11,14,17,20,23,26,29,32-decaoxo-3-propan-2-yl-1,4,10,13,16,19,22,25,28,31-decazatricyclo(31.3.0.06,10)hexatriacontan-24-yl)propanamide
• 3-((3S,6S,12S,18S,21S,24S,27S,30S,33S)-21-((2S)-Butan-2-yl)-5,14,17,20,23,26,29,32-octahydroxy-30-((1R)-1-hydroxyethyl)-12,27-bis(hydroxymethyl)-18-((1H-indol-3-yl)methyl)-2,11-dioxo-3-(propan-2-yl)-1,4,10,13,16,19,22,25,28,31-decaazatricyclo(31.3.0.0,)hexatriaconta-4,13,16,19,22,25,28,31-octaen-24-yl)propanimidate
• 3-((6S,12S,15S,18S,21S,24S,26aS,32S,34aS)-12-((1H-indol-3-yl)methyl)-15-((S)-sec-butyl)-24-((R)-1-hydroxyethyl)-6,21-bis(hydroxymethyl)-32-isopropyl-5,8,11,14,17,20,23,26,31,34-decaoxotetratriacontahydrodipyrrolo(1,2-a:1',2'-g)(1,4,7,10,13,16,19,22,25,28)decaazacyclotriacontin-18-yl)propanamide
• 3-((6S,12S,15S,18S,21S,24S,26aS,32S,34aS)-12-((1H-indol-3-yl)methyl)-15-((S)-sec-butyl)-24-((R)-1-hydroxyethyl)-6,21-bis(hydroxymethyl)-32-isopropyl-5,8,11,14,17,20,23,26,31,34-decaoxotetratriacontahydrodipyrrolo[1,2-a:1',2'-g][1,4,7,10,13,16,19,22,25,28]decaazacyclotriacontin-18-yl)propanamide
• 3-[(3S,6S,12S,18S,21S,24S,27S,30S,33S)-21-[(2S)-Butan-2-yl]-5,14,17,20,23,26,29,32-octahydroxy-30-[(1R)-1-hydroxyethyl]-12,27-bis(hydroxymethyl)-18-[(1H-indol-3-yl)methyl]-2,11-dioxo-3-(propan-2-yl)-1,4,10,13,16,19,22,25,28,31-decaazatricyclo[31.3.0.0,]hexatriaconta-4,13,16,19,22,25,28,31-octaen-24-yl]propanimidate
• RefChem:112480
• SCHEMBL29714778
• CHEBI:221729
• DTXSID101334526

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9474	94.74%
Caco-2	-	0.8696	86.96%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4797	47.97%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8492	84.92%
OATP1B3 inhibitior	+	0.9323	93.23%
MATE1 inhibitior	-	0.8090	80.90%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9516	95.16%
P-glycoprotein inhibitior	+	0.7446	74.46%
P-glycoprotein substrate	+	0.8592	85.92%
CYP3A4 substrate	+	0.7143	71.43%
CYP2C9 substrate	-	0.6085	60.85%
CYP2D6 substrate	-	0.8075	80.75%
CYP3A4 inhibition	-	0.8727	87.27%
CYP2C9 inhibition	-	0.9175	91.75%
CYP2C19 inhibition	-	0.8963	89.63%
CYP2D6 inhibition	-	0.9154	91.54%
CYP1A2 inhibition	-	0.9233	92.33%
CYP2C8 inhibition	+	0.5944	59.44%
CYP inhibitory promiscuity	-	0.9316	93.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6202	62.02%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9008	90.08%
Skin irritation	-	0.7898	78.98%
Skin corrosion	-	0.9299	92.99%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3789	37.89%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.5034	50.34%
skin sensitisation	-	0.8952	89.52%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7611	76.11%
Acute Oral Toxicity (c)	III	0.5632	56.32%
Estrogen receptor binding	+	0.7925	79.25%
Androgen receptor binding	+	0.6062	60.62%
Thyroid receptor binding	+	0.5576	55.76%
Glucocorticoid receptor binding	+	0.5972	59.72%
Aromatase binding	+	0.6659	66.59%
PPAR gamma	+	0.7716	77.16%
Honey bee toxicity	-	0.7668	76.68%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.4503	45.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.65%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.42%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.34%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.34%	85.14%
CHEMBL333	P08253	Matrix metalloproteinase-2	96.43%	96.31%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.30%	97.25%
CHEMBL4071	P08311	Cathepsin G	95.94%	94.64%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.85%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.91%	97.09%
CHEMBL2443	P49862	Kallikrein 7	94.80%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.71%	94.45%
CHEMBL3310	Q96DB2	Histone deacetylase 11	94.46%	88.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.38%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.93%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.53%	95.89%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	91.34%	99.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.68%	89.00%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	89.46%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	88.49%	83.82%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	88.48%	91.81%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.44%	93.03%
CHEMBL3524	P56524	Histone deacetylase 4	88.28%	92.97%
CHEMBL255	P29275	Adenosine A2b receptor	87.96%	98.59%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	87.42%	96.69%
CHEMBL221	P23219	Cyclooxygenase-1	87.33%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.97%	99.23%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.94%	82.38%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.81%	95.56%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.03%	95.83%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.50%	89.62%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	84.07%	83.10%
CHEMBL1937	Q92769	Histone deacetylase 2	83.46%	94.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.26%	92.62%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.41%	99.18%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	81.21%	96.11%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.21%	100.00%
CHEMBL228	P31645	Serotonin transporter	81.20%	95.51%
CHEMBL4208	P20618	Proteasome component C5	80.76%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102170967
• LOTUS: LTS0248518
• wikiData: Q105265707