Anabaenopeptin SA13

Details

• Internal ID: 1bddab23-3c7e-4af1-adaf-f9b5644edf11
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2S)-2-[[(3S,6S,9S,12R,15R)-3-benzyl-6-(hydroxymethyl)-9-[2-(4-hydroxyphenyl)ethyl]-7-methyl-2,5,8,11,14-pentaoxo-12-propan-2-yl-1,4,7,10,13-pentazacyclononadec-15-yl]carbamoylamino]-3-(4-hydroxyphenyl)propanoic acid
• SMILES (Canonical): CC(C)C1C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)NCCCCC(C(=O)N1)NC(=O)NC(CC2=CC=C(C=C2)O)C(=O)O)CC3=CC=CC=C3)CO)C)CCC4=CC=C(C=C4)O
• SMILES (Isomeric): CC(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](CC2=CC=C(C=C2)O)C(=O)O)CC3=CC=CC=C3)CO)C)CCC4=CC=C(C=C4)O
• InChI: InChI=1S/C44H57N7O11/c1-26(2)37-41(58)46-33(21-16-27-12-17-30(53)18-13-27)42(59)51(3)36(25-52)40(57)47-34(23-28-9-5-4-6-10-28)38(55)45-22-8-7-11-32(39(56)50-37)48-44(62)49-35(43(60)61)24-29-14-19-31(54)20-15-29/h4-6,9-10,12-15,17-20,26,32-37,52-54H,7-8,11,16,21-25H2,1-3H3,(H,45,55)(H,46,58)(H,47,57)(H,50,56)(H,60,61)(H2,48,49,62)/t32-,33+,34+,35+,36+,37-/m1/s1
• InChI Key: CLWDXSBJHCGWOQ-OBWIRWOGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₇N₇O₁₁
• Molecular Weight: 860.00 g/mol
• Exact Mass: 859.41160566 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 0.87
• H-Bond Acceptor: 10
• H-Bond Donor: 10
• Rotatable Bonds: 12

Synonyms

• (2S)-2-[[(3S,6S,9S,12R,15R)-3-benzyl-6-(hydroxymethyl)-9-[2-(4-hydroxyphenyl)ethyl]-7-methyl-2,5,8,11,14-pentaoxo-12-propan-2-yl-1,4,7,10,13-pentazacyclononadec-15-yl]carbamoylamino]-3-(4-hydroxyphenyl)propanoic acid
• (2S)-2-((((3S,6S,9S,12R,15R)-3-benzyl-2,5,11,14-tetrahydroxy-6-(hydroxymethyl)-9-(2-(4-hydroxyphenyl)ethyl)-7-methyl-8-oxo-12-(propan-2-yl)-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl)-C-hydroxycarbonimidoyl)amino)-3-(4-hydroxyphenyl)propanoate
• (2S)-2-(((3S,6S,9S,12R,15R)-3-benzyl-6-(hydroxymethyl)-9-(2-(4-hydroxyphenyl)ethyl)-7-methyl-2,5,8,11,14-pentaoxo-12-propan-2-yl-1,4,7,10,13-pentazacyclononadec-15-yl)carbamoylamino)-3-(4-hydroxyphenyl)propanoic acid
• (2S)-2-({[(3S,6S,9S,12R,15R)-3-benzyl-2,5,11,14-tetrahydroxy-6-(hydroxymethyl)-9-[2-(4-hydroxyphenyl)ethyl]-7-methyl-8-oxo-12-(propan-2-yl)-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-C-hydroxycarbonimidoyl}amino)-3-(4-hydroxyphenyl)propanoate
• RefChem:112458
• (((3S,6S,9S,12R,15R)-3-benzyl-6-(hydroxymethyl)-9-(4-hydroxyphenethyl)-12-isopropyl-7-methyl-2,5,8,11,14-pentaoxo-1,4,7,10,13-pentaazacyclononadecan-15-yl)carbamoyl)-L-tyrosine
• CHEBI:222065
• DTXSID601046869

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5597	55.97%
Caco-2	-	0.8820	88.20%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5817	58.17%
OATP2B1 inhibitior	-	0.5757	57.57%
OATP1B1 inhibitior	+	0.8367	83.67%
OATP1B3 inhibitior	+	0.9242	92.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8520	85.20%
P-glycoprotein inhibitior	+	0.7412	74.12%
P-glycoprotein substrate	+	0.8479	84.79%
CYP3A4 substrate	+	0.7157	71.57%
CYP2C9 substrate	+	0.6054	60.54%
CYP2D6 substrate	-	0.8497	84.97%
CYP3A4 inhibition	+	0.5324	53.24%
CYP2C9 inhibition	-	0.7946	79.46%
CYP2C19 inhibition	-	0.8335	83.35%
CYP2D6 inhibition	-	0.8926	89.26%
CYP1A2 inhibition	-	0.9141	91.41%
CYP2C8 inhibition	+	0.6839	68.39%
CYP inhibitory promiscuity	-	0.8895	88.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6576	65.76%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9121	91.21%
Skin irritation	-	0.7718	77.18%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4007	40.07%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5804	58.04%
skin sensitisation	-	0.8759	87.59%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7864	78.64%
Acute Oral Toxicity (c)	III	0.6569	65.69%
Estrogen receptor binding	+	0.8089	80.89%
Androgen receptor binding	+	0.7637	76.37%
Thyroid receptor binding	+	0.5711	57.11%
Glucocorticoid receptor binding	+	0.5630	56.30%
Aromatase binding	+	0.5580	55.80%
PPAR gamma	+	0.7657	76.57%
Honey bee toxicity	-	0.8023	80.23%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8931	89.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.94%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	99.09%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.02%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.13%	90.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.90%	94.45%
CHEMBL268	P43235	Cathepsin K	94.72%	96.85%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.05%	97.64%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.85%	93.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.28%	94.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.92%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.60%	97.09%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.52%	94.23%
CHEMBL4072	P07858	Cathepsin B	88.81%	93.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.20%	95.50%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	87.63%	92.67%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	87.47%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.31%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.10%	97.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.30%	91.11%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.96%	88.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.95%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.90%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.83%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.54%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.55%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.15%	85.14%
CHEMBL1293287	P14735	Insulin-degrading enzyme	81.10%	88.10%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.63%	91.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.45%	95.83%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684908
• LOTUS: LTS0272071
• wikiData: Q105102827