anabaenopeptin G

Details

• Internal ID: bbf0f175-4738-43d7-825f-20b57581e0e2
• 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]-3-(4-hydroxyphenyl)propanoic acid
• SMILES (Canonical): CCC(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)C(C)CC)CCC3=CC=C(C=C3)O)C)CCC4=CC=C(C=C4)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](CC2=CC=C(C=C2)O)C(=O)O)[C@@H](C)CC)CCC3=CC=C(C=C3)O)C)CCC4=CC=C(C=C4)O
• InChI: InChI=1S/C49H67N7O11/c1-6-29(3)41-45(62)50-27-9-8-10-37(52-49(67)53-39(48(65)66)28-33-15-23-36(59)24-16-33)43(60)54-42(30(4)7-2)46(63)51-38(25-17-31-11-19-34(57)20-12-31)47(64)56(5)40(44(61)55-41)26-18-32-13-21-35(58)22-14-32/h11-16,19-24,29-30,37-42,57-59H,6-10,17-18,25-28H2,1-5H3,(H,50,62)(H,51,63)(H,54,60)(H,55,61)(H,65,66)(H2,52,53,67)/t29-,30-,37+,38-,39-,40-,41-,42-/m0/s1
• InChI Key: HXYYQLNMRLHXGK-KORPHNGVSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₆₇N₇O₁₁
• Molecular Weight: 930.10 g/mol
• Exact Mass: 929.48985598 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 10
• H-Bond Donor: 10
• Rotatable Bonds: 15

Synonyms

• CHEMBL452077
• BDBM50478894
• (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]-3-(4-hydroxyphenyl)propanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6043	60.43%
Caco-2	-	0.8700	87.00%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5172	51.72%
OATP2B1 inhibitior	-	0.7123	71.23%
OATP1B1 inhibitior	+	0.8239	82.39%
OATP1B3 inhibitior	+	0.9299	92.99%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8599	85.99%
P-glycoprotein inhibitior	+	0.7447	74.47%
P-glycoprotein substrate	+	0.8366	83.66%
CYP3A4 substrate	+	0.6906	69.06%
CYP2C9 substrate	+	0.6075	60.75%
CYP2D6 substrate	-	0.8531	85.31%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.7326	73.26%
CYP2C19 inhibition	-	0.7617	76.17%
CYP2D6 inhibition	-	0.8656	86.56%
CYP1A2 inhibition	-	0.9219	92.19%
CYP2C8 inhibition	+	0.6178	61.78%
CYP inhibitory promiscuity	-	0.8682	86.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.6625	66.25%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9054	90.54%
Skin irritation	-	0.7854	78.54%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6793	67.93%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.6037	60.37%
skin sensitisation	-	0.8891	88.91%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7390	73.90%
Acute Oral Toxicity (c)	III	0.6792	67.92%
Estrogen receptor binding	+	0.8128	81.28%
Androgen receptor binding	+	0.7392	73.92%
Thyroid receptor binding	+	0.5837	58.37%
Glucocorticoid receptor binding	+	0.6144	61.44%
Aromatase binding	+	0.5888	58.88%
PPAR gamma	+	0.7899	78.99%
Honey bee toxicity	-	0.8157	81.57%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9501	95.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.90%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.28%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.77%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	96.45%	95.93%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.03%	90.08%
CHEMBL268	P43235	Cathepsin K	93.60%	96.85%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.48%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.65%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.91%	90.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.74%	93.00%
CHEMBL4072	P07858	Cathepsin B	90.33%	93.67%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.44%	100.00%
CHEMBL236	P41143	Delta opioid receptor	88.59%	99.35%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	87.80%	95.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.52%	94.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	84.21%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.55%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.16%	99.17%
CHEMBL255	P29275	Adenosine A2b receptor	81.99%	98.59%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.85%	89.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.67%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.26%	90.17%
CHEMBL1075317	P61964	WD repeat-containing protein 5	81.03%	96.33%
CHEMBL2514	O95665	Neurotensin receptor 2	80.56%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.45%	89.00%
CHEMBL1808	P12821	Angiotensin-converting enzyme	80.30%	93.39%

Plants that contains it

• Elsholtzia bodinieri
• Ipomoea purpurea

Cross-Links

• PubChem: 21575382
• NPASS: NPC304074
• LOTUS: LTS0067530
• wikiData: Q105035202