Gramillin B

Details

• Internal ID: 04ebd31f-cc80-4371-8679-1d8ac65a39b6
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 3-[(1R,4S,7S,10S,13S,16S,23R)-16-amino-10-(hydroxymethyl)-13-(2-methylpropyl)-4-octyl-3,6,9,12,15,20,22,28-octaoxo-21-oxa-25,26-dithia-2,5,8,11,14,29-hexazabicyclo[21.4.2]nonacosan-7-yl]-2-hydroxypropanamide
• InChI: InChI=1S/C36H60N8O12S2/c1-4-5-6-7-8-9-12-21-31(50)43-25-17-57-58-18-26(44-35(25)54)36(55)56-28(47)13-10-11-20(37)30(49)40-22(14-19(2)3)32(51)42-24(16-45)34(53)41-23(33(52)39-21)15-27(46)29(38)48/h19-27,45-46H,4-18,37H2,1-3H3,(H2,38,48)(H,39,52)(H,40,49)(H,41,53)(H,42,51)(H,43,50)(H,44,54)/t20-,21-,22-,23-,24-,25-,26-,27?/m0/s1
• InChI Key: ABYJOODEAJNHBQ-HRQFAISJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₀N₈O₁₂S₂
• Molecular Weight: 861.00 g/mol
• Exact Mass: 860.37721173 g/mol
• Topological Polar Surface Area (TPSA): 378.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -2.10
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5934	59.34%
Caco-2	-	0.8697	86.97%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.3543	35.43%
OATP2B1 inhibitior	+	0.5597	55.97%
OATP1B1 inhibitior	+	0.8473	84.73%
OATP1B3 inhibitior	+	0.9206	92.06%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5994	59.94%
P-glycoprotein inhibitior	+	0.7432	74.32%
P-glycoprotein substrate	+	0.8256	82.56%
CYP3A4 substrate	+	0.6613	66.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8273	82.73%
CYP3A4 inhibition	-	0.6700	67.00%
CYP2C9 inhibition	-	0.8620	86.20%
CYP2C19 inhibition	-	0.8145	81.45%
CYP2D6 inhibition	-	0.9037	90.37%
CYP1A2 inhibition	-	0.8516	85.16%
CYP2C8 inhibition	+	0.5870	58.70%
CYP inhibitory promiscuity	-	0.9778	97.78%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.5829	58.29%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.8988	89.88%
Skin irritation	-	0.7657	76.57%
Skin corrosion	-	0.9230	92.30%
Ames mutagenesis	-	0.7237	72.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5161	51.61%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5607	56.07%
skin sensitisation	-	0.8436	84.36%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5889	58.89%
Acute Oral Toxicity (c)	III	0.6132	61.32%
Estrogen receptor binding	+	0.7753	77.53%
Androgen receptor binding	+	0.7010	70.10%
Thyroid receptor binding	-	0.5165	51.65%
Glucocorticoid receptor binding	+	0.5652	56.52%
Aromatase binding	+	0.6839	68.39%
PPAR gamma	+	0.6700	67.00%
Honey bee toxicity	-	0.8303	83.03%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5407	54.07%
Fish aquatic toxicity	+	0.7306	73.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.34%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.22%	97.25%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	99.20%	90.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.86%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.91%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	97.32%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.43%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.71%	93.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.68%	97.64%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	94.65%	96.47%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.86%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	93.65%	97.29%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.09%	94.45%
CHEMBL299	P17252	Protein kinase C alpha	92.60%	98.03%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.53%	90.08%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	92.03%	92.32%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.68%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	91.58%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.38%	99.17%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	91.22%	91.81%
CHEMBL4581	P52732	Kinesin-like protein 1	90.34%	93.18%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.88%	95.56%
CHEMBL3837	P07711	Cathepsin L	89.63%	96.61%
CHEMBL2996	Q05655	Protein kinase C delta	89.62%	97.79%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	89.39%	97.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.26%	99.23%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	88.77%	95.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.96%	100.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	87.44%	88.56%
CHEMBL237	P41145	Kappa opioid receptor	85.95%	98.10%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.34%	92.88%
CHEMBL2514	O95665	Neurotensin receptor 2	84.99%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.88%	94.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.36%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.13%	89.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.63%	96.37%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.56%	100.00%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	82.46%	96.11%
CHEMBL2443	P49862	Kallikrein 7	82.36%	94.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.35%	95.71%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.38%	92.86%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	81.03%	96.25%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.92%	96.90%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.80%	95.89%
CHEMBL3384	Q16512	Protein kinase N1	80.28%	80.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590175
• LOTUS: LTS0245082
• wikiData: Q104908932