Anabaenopeptin SA8

Details

• Internal ID: a73489ec-7669-4bc5-bbdc-f7a73228bd94
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2S,3R)-2-[[(3S,6S,9S,12R,15R)-6-(2-amino-2-oxoethyl)-3-benzyl-12-[(2S)-butan-2-yl]-7-methyl-2,5,8,11,14-pentaoxo-9-(4-phenylbutyl)-1,4,7,10,13-pentazacyclononadec-15-yl]carbamoylamino]-3-methylpentanoic acid
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)NCCCCC(C(=O)N1)NC(=O)NC(C(C)CC)C(=O)O)CC2=CC=CC=C2)CC(=O)N)C)CCCCC3=CC=CC=C3
• SMILES (Isomeric): CC[C@H](C)[C@@H]1C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)NCCCC[C@H](C(=O)N1)NC(=O)N[C@@H]([C@H](C)CC)C(=O)O)CC2=CC=CC=C2)CC(=O)N)C)CCCCC3=CC=CC=C3
• InChI: InChI=1S/C45H66N8O9/c1-6-28(3)37-42(58)48-33(24-15-14-20-30-18-10-8-11-19-30)43(59)53(5)35(27-36(46)54)41(57)49-34(26-31-21-12-9-13-22-31)39(55)47-25-17-16-23-32(40(56)51-37)50-45(62)52-38(44(60)61)29(4)7-2/h8-13,18-19,21-22,28-29,32-35,37-38H,6-7,14-17,20,23-27H2,1-5H3,(H2,46,54)(H,47,55)(H,48,58)(H,49,57)(H,51,56)(H,60,61)(H2,50,52,62)/t28-,29+,32+,33-,34-,35-,37+,38-/m0/s1
• InChI Key: JLWBGMDBXPZRMZ-USASGOJWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₆₆N₈O₉
• Molecular Weight: 863.10 g/mol
• Exact Mass: 862.49527571 g/mol
• Topological Polar Surface Area (TPSA): 258.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 8
• H-Bond Donor: 8
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7055	70.55%
Caco-2	-	0.8738	87.38%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4810	48.10%
OATP2B1 inhibitior	-	0.5704	57.04%
OATP1B1 inhibitior	+	0.8423	84.23%
OATP1B3 inhibitior	+	0.9284	92.84%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9046	90.46%
P-glycoprotein inhibitior	+	0.7647	76.47%
P-glycoprotein substrate	+	0.8749	87.49%
CYP3A4 substrate	+	0.7149	71.49%
CYP2C9 substrate	+	0.6063	60.63%
CYP2D6 substrate	-	0.8663	86.63%
CYP3A4 inhibition	-	0.7267	72.67%
CYP2C9 inhibition	-	0.7446	74.46%
CYP2C19 inhibition	-	0.8438	84.38%
CYP2D6 inhibition	-	0.9153	91.53%
CYP1A2 inhibition	-	0.9329	93.29%
CYP2C8 inhibition	+	0.6082	60.82%
CYP inhibitory promiscuity	-	0.9648	96.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6557	65.57%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9137	91.37%
Skin irritation	-	0.7870	78.70%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3688	36.88%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.5429	54.29%
skin sensitisation	-	0.8848	88.48%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6949	69.49%
Acute Oral Toxicity (c)	III	0.6396	63.96%
Estrogen receptor binding	+	0.8365	83.65%
Androgen receptor binding	+	0.6833	68.33%
Thyroid receptor binding	+	0.5609	56.09%
Glucocorticoid receptor binding	+	0.5602	56.02%
Aromatase binding	+	0.6166	61.66%
PPAR gamma	+	0.7766	77.66%
Honey bee toxicity	-	0.8012	80.12%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9415	94.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.87%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.49%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	97.77%	83.82%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	96.15%	93.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.62%	97.64%
CHEMBL226	P30542	Adenosine A1 receptor	92.39%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	91.65%	90.17%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	91.60%	88.42%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.50%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.09%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.89%	93.56%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	90.69%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.76%	95.56%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	88.09%	90.24%
CHEMBL4072	P07858	Cathepsin B	87.29%	93.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.33%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.38%	95.89%
CHEMBL4208	P20618	Proteasome component C5	85.04%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.86%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.55%	94.62%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	84.30%	97.43%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.11%	90.08%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.54%	93.03%
CHEMBL4616	Q92847	Ghrelin receptor	83.22%	92.00%
CHEMBL255	P29275	Adenosine A2b receptor	83.09%	98.59%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	82.76%	98.24%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.75%	99.18%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.52%	100.00%
CHEMBL1293287	P14735	Insulin-degrading enzyme	82.26%	88.10%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.26%	86.33%
CHEMBL4071	P08311	Cathepsin G	82.18%	94.64%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.03%	98.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.69%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.14%	96.47%
CHEMBL3202	P48147	Prolyl endopeptidase	81.02%	90.65%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.92%	96.37%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684915
• LOTUS: LTS0123682
• wikiData: Q105131156