Burkholidine 1215

Details

• Internal ID: e069399a-2dc2-4d20-ad09-445cce8cce07
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2S)-2-[(3S,6S,9S,15R,18R,21R,25R)-15-(2-aminoethyl)-9-(2-amino-2-oxoethyl)-25-[(2R,3R,4S)-2,3-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypentadecyl]-18-[(R)-hydroxy-(4-hydroxyphenyl)methyl]-6,21-bis(hydroxymethyl)-2,5,8,11,14,17,20,23-octaoxo-1,4,7,10,13,16,19,22-octazacyclopentacos-3-yl]-2-hydroxyacetamide
• SMILES (Canonical): CCCCCCCCCCCC(C(C(CC1CC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)C(C(=O)N)O)CO)CC(=O)N)CCN)C(C2=CC=C(C=C2)O)O)CO)O)O)OC3C(C(C(CO3)O)O)O
• SMILES (Isomeric): CCCCCCCCCCC[C@@H]([C@@H]([C@@H](C[C@@H]1CC(=O)N[C@@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)[C@@H](C(=O)N)O)CO)CC(=O)N)CCN)[C@@H](C2=CC=C(C=C2)O)O)CO)O)O)O[C@H]3[C@@H]([C@H]([C@@H](CO3)O)O)O
• InChI: InChI=1S/C52H85N11O22/c1-2-3-4-5-6-7-8-9-10-11-34(85-52-44(76)42(74)33(68)24-84-52)41(73)32(67)18-26-19-36(70)59-30(22-64)48(80)62-38(40(72)25-12-14-27(66)15-13-25)51(83)60-28(16-17-53)46(78)56-21-37(71)58-29(20-35(54)69)47(79)61-31(23-65)49(81)63-39(50(82)57-26)43(75)45(55)77/h12-15,26,28-34,38-44,52,64-68,72-76H,2-11,16-24,53H2,1H3,(H2,54,69)(H2,55,77)(H,56,78)(H,57,82)(H,58,71)(H,59,70)(H,60,83)(H,61,79)(H,62,80)(H,63,81)/t26-,28-,29+,30-,31+,32-,33-,34+,38-,39+,40-,41-,42+,43+,44-,52+/m1/s1
• InChI Key: ARGJHMFHVZLKHE-YXCBPLLZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₅N₁₁O₂₂
• Molecular Weight: 1216.30 g/mol
• Exact Mass: 1215.58706338 g/mol
• Topological Polar Surface Area (TPSA): 566.00 Ų
• XlogP: -4.60
• Atomic LogP (AlogP): -8.75
• H-Bond Acceptor: 23
• H-Bond Donor: 21
• Rotatable Bonds: 26

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5271	52.71%
Caco-2	-	0.8597	85.97%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4723	47.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8266	82.66%
OATP1B3 inhibitior	+	0.9278	92.78%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9303	93.03%
P-glycoprotein inhibitior	+	0.7414	74.14%
P-glycoprotein substrate	+	0.8830	88.30%
CYP3A4 substrate	+	0.7294	72.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8349	83.49%
CYP3A4 inhibition	-	0.7733	77.33%
CYP2C9 inhibition	-	0.9188	91.88%
CYP2C19 inhibition	-	0.8641	86.41%
CYP2D6 inhibition	-	0.8090	80.90%
CYP1A2 inhibition	-	0.8794	87.94%
CYP2C8 inhibition	+	0.7979	79.79%
CYP inhibitory promiscuity	-	0.9232	92.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6423	64.23%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8964	89.64%
Skin irritation	-	0.7740	77.40%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.5986	59.86%
Human Ether-a-go-go-Related Gene inhibition	+	0.7067	70.67%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5647	56.47%
skin sensitisation	-	0.8743	87.43%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.5558	55.58%
Acute Oral Toxicity (c)	III	0.7028	70.28%
Estrogen receptor binding	+	0.7068	70.68%
Androgen receptor binding	+	0.7034	70.34%
Thyroid receptor binding	+	0.5422	54.22%
Glucocorticoid receptor binding	+	0.6092	60.92%
Aromatase binding	+	0.6565	65.65%
PPAR gamma	+	0.7163	71.63%
Honey bee toxicity	-	0.7245	72.45%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5770	57.70%
Fish aquatic toxicity	-	0.3747	37.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.88%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.52%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.46%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.33%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.08%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.85%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.24%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	95.20%	97.79%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.53%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.78%	97.25%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	92.01%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.86%	90.08%
CHEMBL4581	P52732	Kinesin-like protein 1	91.14%	93.18%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	90.72%	95.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.56%	92.94%
CHEMBL3038469	P24941	CDK2/Cyclin A	89.59%	91.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.95%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	87.86%	95.93%
CHEMBL299	P17252	Protein kinase C alpha	87.41%	98.03%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.16%	97.64%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.80%	97.29%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.20%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.92%	95.50%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	85.83%	80.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.24%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.86%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	83.62%	94.73%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	83.50%	91.81%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.75%	96.90%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.39%	91.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.27%	97.14%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.49%	89.67%
CHEMBL4071	P08311	Cathepsin G	81.20%	94.64%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.86%	94.33%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.17%	92.68%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.10%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587097
• LOTUS: LTS0161683
• wikiData: Q77521405