Malleobactin E

Details

• Internal ID: 0d69882a-bfa4-4b7d-810f-97a0ee7e89fa
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2R,3R)-4-[[(2S)-1-[[(2S)-1-(4-aminobutylamino)-5-[formyl(hydroxy)amino]-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-[[(2S)-2-formamido-5-[formyl(hydroxy)amino]pentanoyl]amino]-2-hydroxy-4-oxobutanoic acid
• SMILES (Canonical): C(CCNC(=O)C(CCCN(C=O)O)NC(=O)C(CO)NC(=O)C(C(C(=O)O)O)NC(=O)C(CCCN(C=O)O)NC=O)CN
• SMILES (Isomeric): C(CCNC(=O)[C@H](CCCN(C=O)O)NC(=O)[C@H](CO)NC(=O)[C@@H]([C@H](C(=O)O)O)NC(=O)[C@H](CCCN(C=O)O)NC=O)CN
• InChI: InChI=1S/C24H42N8O13/c25-7-1-2-8-26-20(38)16(6-4-10-32(45)14-36)28-22(40)17(11-33)29-23(41)18(19(37)24(42)43)30-21(39)15(27-12-34)5-3-9-31(44)13-35/h12-19,33,37,44-45H,1-11,25H2,(H,26,38)(H,27,34)(H,28,40)(H,29,41)(H,30,39)(H,42,43)/t15-,16-,17-,18+,19+/m0/s1
• InChI Key: DNYZQVWCBVNGDI-LTFXXXRZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₂N₈O₁₃
• Molecular Weight: 650.60 g/mol
• Exact Mass: 650.28713342 g/mol
• Topological Polar Surface Area (TPSA): 330.00 Ų
• XlogP: -7.70
• Atomic LogP (AlogP): -5.90
• H-Bond Acceptor: 13
• H-Bond Donor: 11
• Rotatable Bonds: 26

Synonyms

• (2R,3R)-3-(((1S)-1-(((1S)-1-((4-aminobutyl)-C-hydroxycarbonimidoyl)-4-(N-hydroxyformamido)butyl)-C-hydroxycarbonimidoyl)-2-hydroxyethyl)-C-hydroxycarbonimidoyl)-2-hydroxy-3-(((2S)-1-hydroxy-5-(N-hydroxyformamido)-2-((hydroxymethylidene)amino)pentylidene)amino)propanoate
• (2R,3R)-3-{[(1S)-1-{[(1S)-1-[(4-aminobutyl)-C-hydroxycarbonimidoyl]-4-(N-hydroxyformamido)butyl]-C-hydroxycarbonimidoyl}-2-hydroxyethyl]-C-hydroxycarbonimidoyl}-2-hydroxy-3-{[(2S)-1-hydroxy-5-(N-hydroxyformamido)-2-[(hydroxymethylidene)amino]pentylidene]amino}propanoate
• (2R,3R)-4-(((2S)-1-(((2S)-1-(4-aminobutylamino)-5-(formyl(hydroxy)amino)-1-oxopentan-2-yl)amino)-3-hydroxy-1-oxopropan-2-yl)amino)-3-(((2S)-2-formamido-5-(formyl(hydroxy)amino)pentanoyl)amino)-2-hydroxy-4-oxobutanoic acid
• (2R,3R)-4-[[(2S)-1-[[(2S)-1-(4-aminobutylamino)-5-[formyl(hydroxy)amino]-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-[[(2S)-2-formamido-5-[formyl(hydroxy)amino]pentanoyl]amino]-2-hydroxy-4-oxobutanoic acid
• RefChem:155415
• CHEBI:219289
• (2R,3R)-4-[[(2S)-1-[[(2S)-1-(4-aminobutylamino)-5-[ormyl(hydroxy)amino]-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-[[(2S)-2-ormamido-5-[ormyl(hydroxy)amino]pentanoyl]amino]-2-hydroxy-4-oxobutanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7870	78.70%
Caco-2	-	0.8939	89.39%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6270	62.70%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8790	87.90%
OATP1B3 inhibitior	+	0.9328	93.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.7014	70.14%
P-glycoprotein substrate	+	0.7368	73.68%
CYP3A4 substrate	+	0.6343	63.43%
CYP2C9 substrate	-	0.6207	62.07%
CYP2D6 substrate	-	0.8010	80.10%
CYP3A4 inhibition	-	0.8729	87.29%
CYP2C9 inhibition	-	0.8495	84.95%
CYP2C19 inhibition	-	0.8157	81.57%
CYP2D6 inhibition	-	0.9093	90.93%
CYP1A2 inhibition	-	0.8787	87.87%
CYP2C8 inhibition	-	0.7066	70.66%
CYP inhibitory promiscuity	-	0.9787	97.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6800	68.00%
Carcinogenicity (trinary)	Non-required	0.4781	47.81%
Eye corrosion	-	0.9782	97.82%
Eye irritation	-	0.9183	91.83%
Skin irritation	-	0.7683	76.83%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6073	60.73%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.6758	67.58%
skin sensitisation	-	0.8660	86.60%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6415	64.15%
Acute Oral Toxicity (c)	III	0.6006	60.06%
Estrogen receptor binding	+	0.7442	74.42%
Androgen receptor binding	+	0.5446	54.46%
Thyroid receptor binding	-	0.4898	48.98%
Glucocorticoid receptor binding	+	0.5635	56.35%
Aromatase binding	+	0.5927	59.27%
PPAR gamma	+	0.6415	64.15%
Honey bee toxicity	-	0.8484	84.84%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.8791	87.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.30%	98.95%
CHEMBL2514	O95665	Neurotensin receptor 2	95.97%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.89%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.79%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	95.55%	83.82%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	94.59%	97.23%
CHEMBL2094135	Q96BI3	Gamma-secretase	94.53%	98.05%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	93.08%	98.33%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.29%	97.29%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	91.33%	95.00%
CHEMBL1255126	O15151	Protein Mdm4	90.85%	90.20%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	90.63%	96.28%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	90.05%	100.00%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	89.64%	97.34%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.66%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.48%	91.11%
CHEMBL3776	Q14790	Caspase-8	88.46%	97.06%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	87.98%	98.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.91%	93.56%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	87.07%	92.32%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.06%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.82%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.76%	91.19%
CHEMBL4801	P29466	Caspase-1	86.66%	96.85%
CHEMBL1795117	Q8TEK3	Histone-lysine N-methyltransferase, H3 lysine-79 specific	86.59%	93.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.51%	93.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.24%	96.90%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	86.05%	96.67%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	85.30%	96.37%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.83%	97.21%
CHEMBL4123	P30989	Neurotensin receptor 1	83.46%	96.67%
CHEMBL3018	Q9Y5Y6	Matriptase	83.26%	98.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.18%	95.89%
CHEMBL3629	P68400	Casein kinase II alpha	83.16%	98.89%
CHEMBL204	P00734	Thrombin	82.66%	96.01%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.55%	98.75%
CHEMBL4581	P52732	Kinesin-like protein 1	82.38%	93.18%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.16%	92.29%
CHEMBL237	P41145	Kappa opioid receptor	81.86%	98.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.79%	94.45%
CHEMBL5028	O14672	ADAM10	81.47%	97.50%
CHEMBL2431	P31751	Serine/threonine-protein kinase AKT2	80.49%	98.33%
CHEMBL1900	P15121	Aldose reductase	80.19%	92.38%
CHEMBL3176	O43603	Galanin receptor 2	80.18%	98.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 122378254
• LOTUS: LTS0275844
• wikiData: Q104985854