Alterobactin B

Details

• Internal ID: 81c155bb-eb07-4166-a205-83b9ad9a6dc1
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2S)-2-[[2-[[(2S)-2-[[(2S)-2-[[2-[[(2R)-2-[[(3S,4R)-4-amino-8-[(2,3-dihydroxybenzoyl)amino]-3-hydroxyoctanoyl]amino]-3-hydroxypropanoyl]amino]acetyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-3-carboxy-3-hydroxypropanoyl]amino]acetyl]amino]-3-hydroxybutanedioic acid
• InChI: InChI=1S/C36H55N11O19/c37-16(6-1-2-9-40-29(57)15-5-3-8-19(49)26(15)54)20(50)11-21(51)45-18(14-48)30(58)42-12-22(52)44-17(7-4-10-41-36(38)39)31(59)47-24(27(55)34(63)64)32(60)43-13-23(53)46-25(33(61)62)28(56)35(65)66/h3,5,8,16-18,20,24-25,27-28,48-50,54-56H,1-2,4,6-7,9-14,37H2,(H,40,57)(H,42,58)(H,43,60)(H,44,52)(H,45,51)(H,46,53)(H,47,59)(H,61,62)(H,63,64)(H,65,66)(H4,38,39,41)/t16-,17+,18-,20+,24+,25+,27?,28?/m1/s1
• InChI Key: KJCVTBCAMXKHDA-GRFBREHKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₅N₁₁O₁₉
• Molecular Weight: 945.90 g/mol
• Exact Mass: 945.36756857 g/mol
• Topological Polar Surface Area (TPSA): 527.00 Ų
• XlogP: -9.60
• Atomic LogP (AlogP): -8.73
• H-Bond Acceptor: 18
• H-Bond Donor: 19
• Rotatable Bonds: 30

Synonyms

• 153888-53-0
• RefChem:111556
• (2S,3S)-2-((2-(((2S,3S)-2-(((2S)-2-((2-(((2R)-2-(((3R,4S)-4-amino-8-((2,3-dihydroxybenzoyl)amino)-3-hydroxyoctanoyl)amino)-3-hydroxypropanoyl)amino)acetyl)amino)-5-(diaminomethylideneamino)pentanoyl)amino)-3-carboxy-3-hydroxypropanoyl)amino)acetyl)amino)-3-hydroxybutanedioic acid
• (2S,3S)-2-((2-(((2S,3S)-2-(((2S)-2-((2-(((2R)-2-(((3S,4R)-4-amino-8-((2,3-dihydroxybenzoyl)amino)-3-hydroxyoctanoyl)amino)-3-hydroxypropanoyl)amino)acetyl)amino)-5-(diaminomethylideneamino)pentanoyl)amino)-3-carboxy-3-hydroxypropanoyl)amino)acetyl)amino)-3-hydroxybutanedioic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6936	69.36%
Caco-2	-	0.8618	86.18%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6726	67.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8685	86.85%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6070	60.70%
P-glycoprotein inhibitior	+	0.7383	73.83%
P-glycoprotein substrate	+	0.8562	85.62%
CYP3A4 substrate	+	0.6844	68.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8235	82.35%
CYP3A4 inhibition	-	0.9519	95.19%
CYP2C9 inhibition	-	0.9306	93.06%
CYP2C19 inhibition	-	0.8699	86.99%
CYP2D6 inhibition	-	0.9056	90.56%
CYP1A2 inhibition	-	0.7730	77.30%
CYP2C8 inhibition	+	0.6254	62.54%
CYP inhibitory promiscuity	-	0.9886	98.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6910	69.10%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8976	89.76%
Skin irritation	-	0.7636	76.36%
Skin corrosion	-	0.9350	93.50%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3803	38.03%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.7041	70.41%
skin sensitisation	-	0.8393	83.93%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7821	78.21%
Acute Oral Toxicity (c)	III	0.6490	64.90%
Estrogen receptor binding	+	0.7562	75.62%
Androgen receptor binding	+	0.7174	71.74%
Thyroid receptor binding	+	0.5641	56.41%
Glucocorticoid receptor binding	-	0.4839	48.39%
Aromatase binding	+	0.6498	64.98%
PPAR gamma	+	0.6902	69.02%
Honey bee toxicity	-	0.8190	81.90%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.6256	62.56%

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	99.79%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.70%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.60%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	97.84%	90.20%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	96.08%	97.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.82%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.23%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.74%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	93.26%	100.00%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	92.32%	82.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.21%	93.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.92%	95.50%
CHEMBL2514	O95665	Neurotensin receptor 2	90.00%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.44%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.82%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.87%	99.15%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	87.49%	96.67%
CHEMBL2535	P11166	Glucose transporter	87.46%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	86.77%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.29%	95.56%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	86.24%	89.33%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.51%	98.05%
CHEMBL340	P08684	Cytochrome P450 3A4	83.82%	91.19%
CHEMBL4608	P33032	Melanocortin receptor 5	82.49%	97.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.67%	100.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.61%	96.37%
CHEMBL3891	P07384	Calpain 1	80.19%	93.04%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132427652
• LOTUS: LTS0265311
• wikiData: Q105289526