Anacyclamide B8

Details

• Internal ID: b75406aa-6bec-4136-82e8-58eff3e5b2cc
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: 2-[(3S,6S,9S,15S,18S,21S,24S,27S)-6-benzyl-18-[3-(diaminomethylideneamino)propyl]-3-(hydroxymethyl)-21-(1H-indol-3-ylmethyl)-15-methyl-2,5,8,14,17,20,23,26-octaoxo-1,4,7,13,16,19,22,25-octazatricyclo[25.3.0.09,13]triacontan-24-yl]acetic acid
• SMILES (Canonical): CC1C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CCCN=C(N)N)CC4=CNC5=CC=CC=C54)CC(=O)O)CO)CC6=CC=CC=C6
• SMILES (Isomeric): C[C@H]1C(=O)N2CCC[C@H]2C(=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)CCCN=C(N)N)CC4=CNC5=CC=CC=C54)CC(=O)O)CO)CC6=CC=CC=C6
• InChI: InChI=1S/C46H60N12O11/c1-25-44(68)57-18-8-15-35(57)42(66)54-31(20-26-10-3-2-4-11-26)39(63)56-34(24-59)45(69)58-19-9-16-36(58)43(67)55-33(22-37(60)61)41(65)53-32(21-27-23-50-29-13-6-5-12-28(27)29)40(64)52-30(38(62)51-25)14-7-17-49-46(47)48/h2-6,10-13,23,25,30-36,50,59H,7-9,14-22,24H2,1H3,(H,51,62)(H,52,64)(H,53,65)(H,54,66)(H,55,67)(H,56,63)(H,60,61)(H4,47,48,49)/t25-,30-,31-,32-,33-,34-,35-,36-/m0/s1
• InChI Key: SGWSHCDZVROXAU-PMKQEARUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₆₀N₁₂O₁₁
• Molecular Weight: 957.00 g/mol
• Exact Mass: 956.45045078 g/mol
• Topological Polar Surface Area (TPSA): 353.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -2.60
• H-Bond Acceptor: 11
• H-Bond Donor: 11
• Rotatable Bonds: 11

Synonyms

• DTXSID901334225

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7411	74.11%
Caco-2	-	0.8768	87.68%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5207	52.07%
OATP2B1 inhibitior	-	0.5792	57.92%
OATP1B1 inhibitior	+	0.8454	84.54%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9604	96.04%
P-glycoprotein inhibitior	+	0.7485	74.85%
P-glycoprotein substrate	+	0.8574	85.74%
CYP3A4 substrate	+	0.7091	70.91%
CYP2C9 substrate	-	0.8110	81.10%
CYP2D6 substrate	-	0.8204	82.04%
CYP3A4 inhibition	-	0.8225	82.25%
CYP2C9 inhibition	-	0.8748	87.48%
CYP2C19 inhibition	-	0.8806	88.06%
CYP2D6 inhibition	-	0.9162	91.62%
CYP1A2 inhibition	-	0.8492	84.92%
CYP2C8 inhibition	+	0.6007	60.07%
CYP inhibitory promiscuity	-	0.9626	96.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5935	59.35%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9076	90.76%
Skin irritation	-	0.7765	77.65%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6472	64.72%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.6164	61.64%
skin sensitisation	-	0.8607	86.07%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.5181	51.81%
Acute Oral Toxicity (c)	III	0.5618	56.18%
Estrogen receptor binding	+	0.7923	79.23%
Androgen receptor binding	+	0.5823	58.23%
Thyroid receptor binding	+	0.6245	62.45%
Glucocorticoid receptor binding	+	0.5991	59.91%
Aromatase binding	+	0.6235	62.35%
PPAR gamma	+	0.7420	74.20%
Honey bee toxicity	-	0.8576	85.76%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.3802	38.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.73%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.18%	91.11%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	98.09%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.24%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.49%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.48%	95.89%
CHEMBL1902	P62942	FK506-binding protein 1A	93.39%	97.05%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	92.07%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.34%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.54%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.03%	93.03%
CHEMBL1951	P21397	Monoamine oxidase A	89.30%	91.49%
CHEMBL5805	Q9NR97	Toll-like receptor 8	88.98%	96.25%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.68%	82.38%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.42%	90.08%
CHEMBL4040	P28482	MAP kinase ERK2	86.42%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.26%	86.33%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	85.08%	91.81%
CHEMBL1293287	P14735	Insulin-degrading enzyme	84.54%	88.10%
CHEMBL217	P14416	Dopamine D2 receptor	83.48%	95.62%
CHEMBL4644	P41968	Melanocortin receptor 3	81.39%	99.52%
CHEMBL3310	Q96DB2	Histone deacetylase 11	81.34%	88.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.36%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.11%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684867
• LOTUS: LTS0195342
• wikiData: Q105252681