anabaenopeptin H

Details

• Internal ID: 8baec049-ec91-44e0-8616-49b5a87672fd
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-2-[[(3S,6S,9S,12S,15R)-3,12-bis[(2S)-butan-2-yl]-6,9-bis[2-(4-hydroxyphenyl)ethyl]-7-methyl-2,5,8,11,14-pentaoxo-1,4,7,10,13-pentazacyclononadec-15-yl]carbamoylamino]-5-(diaminomethylideneamino)pentanoic acid
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)NCCCCC(C(=O)N1)NC(=O)NC(CCCN=C(N)N)C(=O)O)C(C)CC)CCC2=CC=C(C=C2)O)C)CCC3=CC=C(C=C3)O
• 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](CCCN=C(N)N)C(=O)O)[C@@H](C)CC)CCC2=CC=C(C=C2)O)C)CCC3=CC=C(C=C3)O
• InChI: InChI=1S/C46H70N10O10/c1-6-27(3)37-41(61)49-25-9-8-11-33(52-46(66)53-35(44(64)65)12-10-26-50-45(47)48)39(59)54-38(28(4)7-2)42(62)51-34(23-17-29-13-19-31(57)20-14-29)43(63)56(5)36(40(60)55-37)24-18-30-15-21-32(58)22-16-30/h13-16,19-22,27-28,33-38,57-58H,6-12,17-18,23-26H2,1-5H3,(H,49,61)(H,51,62)(H,54,59)(H,55,60)(H,64,65)(H4,47,48,50)(H2,52,53,66)/t27-,28-,33+,34-,35-,36-,37-,38-/m0/s1
• InChI Key: FUQPCSMHHDRTPK-KUIUNYDASA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₀N₁₀O₁₀
• Molecular Weight: 923.10 g/mol
• Exact Mass: 922.52763847 g/mol
• Topological Polar Surface Area (TPSA): 320.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 10
• H-Bond Donor: 11
• Rotatable Bonds: 17

Synonyms

• Anabaenopeptin H-Itou
• CHEMBL502149
• DTXSID901333996
• BDBM50478893
• (2S)-2-[[(3S,6S,9S,12S,15R)-3,12-bis[(2S)-butan-2-yl]-6,9-bis[2-(4-hydroxyphenyl)ethyl]-7-methyl-2,5,8,11,14-pentaoxo-1,4,7,10,13-pentazacyclononadec-15-yl]carbamoylamino]-5-(diaminomethylideneamino)pentanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5590	55.90%
Caco-2	-	0.8702	87.02%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4087	40.87%
OATP2B1 inhibitior	-	0.7122	71.22%
OATP1B1 inhibitior	+	0.8347	83.47%
OATP1B3 inhibitior	+	0.9357	93.57%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9167	91.67%
P-glycoprotein inhibitior	+	0.7476	74.76%
P-glycoprotein substrate	+	0.8749	87.49%
CYP3A4 substrate	+	0.7168	71.68%
CYP2C9 substrate	+	0.6063	60.63%
CYP2D6 substrate	-	0.8418	84.18%
CYP3A4 inhibition	-	0.6751	67.51%
CYP2C9 inhibition	-	0.7725	77.25%
CYP2C19 inhibition	-	0.7914	79.14%
CYP2D6 inhibition	-	0.8721	87.21%
CYP1A2 inhibition	-	0.8726	87.26%
CYP2C8 inhibition	+	0.6601	66.01%
CYP inhibitory promiscuity	-	0.9709	97.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9045	90.45%
Skin irritation	-	0.7689	76.89%
Skin corrosion	-	0.9271	92.71%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7035	70.35%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5538	55.38%
skin sensitisation	-	0.8600	86.00%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6576	65.76%
Acute Oral Toxicity (c)	III	0.6278	62.78%
Estrogen receptor binding	+	0.8034	80.34%
Androgen receptor binding	+	0.7403	74.03%
Thyroid receptor binding	+	0.5892	58.92%
Glucocorticoid receptor binding	+	0.5664	56.64%
Aromatase binding	+	0.6356	63.56%
PPAR gamma	+	0.7713	77.13%
Honey bee toxicity	-	0.7904	79.04%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9064	90.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.84%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.63%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.99%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	96.61%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	96.17%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.68%	93.56%
CHEMBL236	P41143	Delta opioid receptor	95.38%	99.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.19%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	93.98%	93.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.85%	90.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.06%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.97%	91.11%
CHEMBL4072	P07858	Cathepsin B	92.64%	93.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.89%	99.17%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	90.30%	96.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.05%	95.89%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	87.93%	95.00%
CHEMBL2514	O95665	Neurotensin receptor 2	87.64%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.61%	100.00%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	85.81%	88.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.38%	86.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.16%	100.00%
CHEMBL206	P03372	Estrogen receptor alpha	82.64%	97.64%
CHEMBL259	P32245	Melanocortin receptor 4	82.18%	95.38%
CHEMBL255	P29275	Adenosine A2b receptor	82.07%	98.59%
CHEMBL268	P43235	Cathepsin K	82.07%	96.85%
CHEMBL3384	Q16512	Protein kinase N1	81.64%	80.71%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.33%	94.00%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	81.17%	82.86%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.89%	96.33%
CHEMBL2535	P11166	Glucose transporter	80.67%	98.75%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.59%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.16%	95.56%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.05%	96.37%

Plants that contains it

• Elsholtzia bodinieri
• Ipomoea purpurea

Cross-Links

• PubChem: 21575383
• NPASS: NPC276506
• LOTUS: LTS0120358
• wikiData: Q77280327