Agardhipeptin B

Details

• Internal ID: 2ecea6f8-1485-4b94-be29-35975592b610
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,15R,18S,21S,24S,27R)-6,18,24-tris(1H-indol-3-ylmethyl)-3-methyl-15-(2-methylpropyl)-21-propan-2-yl-1,4,7,13,16,19,22,25-octazatricyclo[25.3.0.09,13]triacontane-2,5,8,14,17,20,23,26-octone
• SMILES (Canonical): CC1C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)NC(C(=O)N1)CC4=CNC5=CC=CC=C54)CC(C)C)CC6=CNC7=CC=CC=C76)C(C)C)CC8=CNC9=CC=CC=C98
• SMILES (Isomeric): C[C@H]1C(=O)N2CCC[C@@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N3CCC[C@H]3C(=O)N[C@H](C(=O)N1)CC4=CNC5=CC=CC=C54)CC(C)C)CC6=CNC7=CC=CC=C76)C(C)C)CC8=CNC9=CC=CC=C98
• InChI: InChI=1S/C57H69N11O8/c1-31(2)24-46-57(76)68-23-13-21-48(68)54(73)62-43(25-34-28-58-40-17-9-6-14-37(34)40)50(69)61-33(5)56(75)67-22-12-20-47(67)53(72)63-45(27-36-30-60-42-19-11-8-16-39(36)42)52(71)66-49(32(3)4)55(74)64-44(51(70)65-46)26-35-29-59-41-18-10-7-15-38(35)41/h6-11,14-19,28-33,43-49,58-60H,12-13,20-27H2,1-5H3,(H,61,69)(H,62,73)(H,63,72)(H,64,74)(H,65,70)(H,66,71)/t33-,43-,44-,45-,46+,47+,48-,49-/m0/s1
• InChI Key: GFHJBYMOXXILNJ-UXUZVHTOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₆₉N₁₁O₈
• Molecular Weight: 1036.20 g/mol
• Exact Mass: 1035.53305820 g/mol
• Topological Polar Surface Area (TPSA): 263.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 3.78
• H-Bond Acceptor: 8
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8984	89.84%
Caco-2	-	0.8666	86.66%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6142	61.42%
OATP2B1 inhibitior	-	0.5681	56.81%
OATP1B1 inhibitior	+	0.8795	87.95%
OATP1B3 inhibitior	+	0.9315	93.15%
MATE1 inhibitior	-	0.7668	76.68%
OCT2 inhibitior	-	0.8814	88.14%
BSEP inhibitior	+	0.9740	97.40%
P-glycoprotein inhibitior	+	0.7592	75.92%
P-glycoprotein substrate	+	0.8243	82.43%
CYP3A4 substrate	+	0.6763	67.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8112	81.12%
CYP3A4 inhibition	-	0.5580	55.80%
CYP2C9 inhibition	+	0.5098	50.98%
CYP2C19 inhibition	-	0.5475	54.75%
CYP2D6 inhibition	-	0.8785	87.85%
CYP1A2 inhibition	-	0.8726	87.26%
CYP2C8 inhibition	-	0.6428	64.28%
CYP inhibitory promiscuity	-	0.5837	58.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6514	65.14%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9054	90.54%
Skin irritation	-	0.8014	80.14%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7509	75.09%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5466	54.66%
skin sensitisation	-	0.9122	91.22%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6572	65.72%
Acute Oral Toxicity (c)	III	0.6867	68.67%
Estrogen receptor binding	+	0.7935	79.35%
Androgen receptor binding	+	0.6677	66.77%
Thyroid receptor binding	+	0.6429	64.29%
Glucocorticoid receptor binding	+	0.6268	62.68%
Aromatase binding	+	0.6335	63.35%
PPAR gamma	+	0.7933	79.33%
Honey bee toxicity	-	0.8359	83.59%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9534	95.34%

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%
CHEMBL333	P08253	Matrix metalloproteinase-2	99.24%	96.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.35%	91.11%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.57%	90.08%
CHEMBL3524	P56524	Histone deacetylase 4	97.01%	92.97%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.01%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	96.52%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.47%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	96.02%	88.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.85%	96.09%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	95.37%	90.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.43%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.99%	97.09%
CHEMBL1949	P62937	Cyclophilin A	93.04%	98.57%
CHEMBL321	P14780	Matrix metalloproteinase 9	92.93%	92.12%
CHEMBL228	P31645	Serotonin transporter	92.15%	95.51%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.15%	97.25%
CHEMBL1902	P62942	FK506-binding protein 1A	89.64%	97.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.88%	95.89%
CHEMBL5203	P33316	dUTP pyrophosphatase	87.13%	99.18%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.88%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.65%	89.00%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	86.57%	91.43%
CHEMBL1978	P11511	Cytochrome P450 19A1	85.97%	91.76%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.37%	95.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.31%	93.03%
CHEMBL4040	P28482	MAP kinase ERK2	83.20%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.98%	99.23%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.80%	83.10%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.98%	89.62%
CHEMBL2996	Q05655	Protein kinase C delta	81.68%	97.79%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.31%	82.38%
CHEMBL1951	P21397	Monoamine oxidase A	80.87%	91.49%
CHEMBL255	P29275	Adenosine A2b receptor	80.66%	98.59%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.66%	95.83%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583587
• LOTUS: LTS0083077
• wikiData: Q75064172