Bacillibactin B

Details

• Internal ID: 2054825e-48ae-4caf-ab76-dbf4da011b43
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides
• IUPAC Name: (2S,3R)-2-[[2-[(2,3-dihydroxybenzoyl)amino]acetyl]amino]-3-[(2S,3R)-2-[[2-[(2,3-dihydroxybenzoyl)amino]acetyl]amino]-3-[(2S,3R)-2-[[2-[(2,3-dihydroxybenzoyl)amino]acetyl]amino]-3-hydroxybutanoyl]oxybutanoyl]oxybutanoic acid
• InChI: InChI=1S/C39H44N6O19/c1-16(46)28(43-25(50)13-40-34(56)19-7-4-10-22(47)31(19)53)38(61)64-18(3)30(45-27(52)15-42-36(58)21-9-6-12-24(49)33(21)55)39(62)63-17(2)29(37(59)60)44-26(51)14-41-35(57)20-8-5-11-23(48)32(20)54/h4-12,16-18,28-30,46-49,53-55H,13-15H2,1-3H3,(H,40,56)(H,41,57)(H,42,58)(H,43,50)(H,44,51)(H,45,52)(H,59,60)/t16-,17-,18-,28+,29+,30+/m1/s1
• InChI Key: LDEIYMWHXAQJSA-BDVHUIKKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₄N₆O₁₉
• Molecular Weight: 900.80 g/mol
• Exact Mass: 900.26612319 g/mol
• Topological Polar Surface Area (TPSA): 406.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -2.71
• H-Bond Acceptor: 18
• H-Bond Donor: 14
• Rotatable Bonds: 20

Synonyms

• (2S,3R)-2-[[2-[(2,3-dihydroxybenzoyl)amino]acetyl]amino]-3-[(2S,3R)-2-[[2-[(2,3-dihydroxybenzoyl)amino]acetyl]amino]-3-[(2S,3R)-2-[[2-[(2,3-dihydroxybenzoyl)amino]acetyl]amino]-3-hydroxybutanoyl]oxybutanoyl]oxybutanoic acid
• (2S,3R)-2-((2-(((2,3-dihydroxyphenyl)(hydroxy)methylidene)amino)-1-hydroxyethylidene)amino)-3-(((2S,3R)-2-((2-(((2,3-dihydroxyphenyl)(hydroxy)methylidene)amino)-1-hydroxyethylidene)amino)-3-(((2S,3R)-2-((2-(((2,3-dihydroxyphenyl)(hydroxy)methylidene)amino)-1-hydroxyethylidene)amino)-3-hydroxybutanoyl)oxy)butanoyl)oxy)butanoate
• (2S,3R)-2-((2-((2,3-dihydroxybenzoyl)amino)acetyl)amino)-3-((2S,3R)-2-((2-((2,3-dihydroxybenzoyl)amino)acetyl)amino)-3-((2S,3R)-2-((2-((2,3-dihydroxybenzoyl)amino)acetyl)amino)-3-hydroxybutanoyl)oxybutanoyl)oxybutanoic acid
• (2S,3R)-2-[(2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-1-hydroxyethylidene)amino]-3-{[(2S,3R)-2-[(2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-1-hydroxyethylidene)amino]-3-{[(2S,3R)-2-[(2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-1-hydroxyethylidene)amino]-3-hydroxybutanoyl]oxy}butanoyl]oxy}butanoate
• RefChem:116232
• CHEBI:213143

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7163	71.63%
Caco-2	-	0.8668	86.68%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6245	62.45%
OATP2B1 inhibitior	-	0.5747	57.47%
OATP1B1 inhibitior	+	0.8781	87.81%
OATP1B3 inhibitior	+	0.9254	92.54%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7535	75.35%
P-glycoprotein inhibitior	+	0.7390	73.90%
P-glycoprotein substrate	+	0.5660	56.60%
CYP3A4 substrate	+	0.5476	54.76%
CYP2C9 substrate	-	0.6131	61.31%
CYP2D6 substrate	-	0.8711	87.11%
CYP3A4 inhibition	-	0.8626	86.26%
CYP2C9 inhibition	-	0.8410	84.10%
CYP2C19 inhibition	-	0.8114	81.14%
CYP2D6 inhibition	-	0.9308	93.08%
CYP1A2 inhibition	-	0.7620	76.20%
CYP2C8 inhibition	-	0.7884	78.84%
CYP inhibitory promiscuity	-	0.8619	86.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7711	77.11%
Carcinogenicity (trinary)	Non-required	0.7047	70.47%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.8335	83.35%
Skin corrosion	-	0.9583	95.83%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4560	45.60%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5602	56.02%
skin sensitisation	-	0.9077	90.77%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7185	71.85%
Acute Oral Toxicity (c)	III	0.7725	77.25%
Estrogen receptor binding	+	0.7760	77.60%
Androgen receptor binding	+	0.6988	69.88%
Thyroid receptor binding	+	0.5866	58.66%
Glucocorticoid receptor binding	+	0.5787	57.87%
Aromatase binding	+	0.6111	61.11%
PPAR gamma	+	0.7587	75.87%
Honey bee toxicity	-	0.9185	91.85%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7750	77.50%
Fish aquatic toxicity	+	0.6448	64.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.32%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	96.55%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.08%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.43%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.93%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	90.33%	90.20%
CHEMBL3401	O75469	Pregnane X receptor	90.21%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	89.36%	100.00%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	86.71%	89.33%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	86.57%	96.67%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.48%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.20%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.84%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.18%	99.15%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	82.26%	95.71%
CHEMBL2535	P11166	Glucose transporter	82.18%	98.75%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.75%	81.11%
CHEMBL4208	P20618	Proteasome component C5	81.61%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.54%	99.17%
CHEMBL3308	P55212	Caspase-6	80.55%	97.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590560
• LOTUS: LTS0090254
• wikiData: Q105150189