Malleobactin H

Details

• Internal ID: 4a292098-238c-4de3-b5b7-26239e68788d
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2R,3R)-4-[[(2S)-1-[[(2S)-1-(4-aminobutylamino)-3-(1H-indol-3-yl)-1-oxopropan-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): C1=CC=C2C(=C1)C(=CN2)CC(C(=O)NCCCCN)NC(=O)C(CO)NC(=O)C(C(C(=O)O)O)NC(=O)C(CCCN(C=O)O)NC=O
• SMILES (Isomeric): C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)NCCCCN)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
• InChI: InChI=1S/C29H42N8O11/c30-9-3-4-10-31-25(42)21(12-17-13-32-19-7-2-1-6-18(17)19)34-27(44)22(14-38)35-28(45)23(24(41)29(46)47)36-26(43)20(33-15-39)8-5-11-37(48)16-40/h1-2,6-7,13,15-16,20-24,32,38,41,48H,3-5,8-12,14,30H2,(H,31,42)(H,33,39)(H,34,44)(H,35,45)(H,36,43)(H,46,47)/t20-,21-,22-,23+,24+/m0/s1
• InChI Key: ZHXJYWKTMXEUFE-ZROJVYTPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₂N₈O₁₁
• Molecular Weight: 678.70 g/mol
• Exact Mass: 678.29730419 g/mol
• Topological Polar Surface Area (TPSA): 306.00 Ų
• XlogP: -5.40
• Atomic LogP (AlogP): -3.80
• H-Bond Acceptor: 11
• H-Bond Donor: 11
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7854	78.54%
Caco-2	-	0.9079	90.79%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4829	48.29%
OATP2B1 inhibitior	-	0.5806	58.06%
OATP1B1 inhibitior	+	0.8573	85.73%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.9409	94.09%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8698	86.98%
P-glycoprotein inhibitior	+	0.7179	71.79%
P-glycoprotein substrate	+	0.8101	81.01%
CYP3A4 substrate	+	0.7029	70.29%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.7661	76.61%
CYP3A4 inhibition	-	0.8963	89.63%
CYP2C9 inhibition	-	0.8416	84.16%
CYP2C19 inhibition	-	0.7853	78.53%
CYP2D6 inhibition	-	0.8875	88.75%
CYP1A2 inhibition	-	0.8209	82.09%
CYP2C8 inhibition	+	0.5912	59.12%
CYP inhibitory promiscuity	-	0.8643	86.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.5521	55.21%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9266	92.66%
Skin irritation	-	0.7597	75.97%
Skin corrosion	-	0.9274	92.74%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6495	64.95%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.6791	67.91%
skin sensitisation	-	0.8629	86.29%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8479	84.79%
Acute Oral Toxicity (c)	III	0.5950	59.50%
Estrogen receptor binding	+	0.7858	78.58%
Androgen receptor binding	+	0.6124	61.24%
Thyroid receptor binding	+	0.5401	54.01%
Glucocorticoid receptor binding	+	0.5701	57.01%
Aromatase binding	+	0.5811	58.11%
PPAR gamma	+	0.7055	70.55%
Honey bee toxicity	-	0.8002	80.02%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.6715	67.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.31%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.07%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.40%	96.09%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	97.13%	97.23%
CHEMBL1255126	O15151	Protein Mdm4	97.12%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.31%	95.56%
CHEMBL3837	P07711	Cathepsin L	94.74%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.61%	99.17%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	94.05%	98.33%
CHEMBL3310	Q96DB2	Histone deacetylase 11	92.86%	88.56%
CHEMBL4040	P28482	MAP kinase ERK2	92.48%	83.82%
CHEMBL2514	O95665	Neurotensin receptor 2	91.44%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.13%	95.50%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	90.34%	96.28%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.76%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.19%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.40%	94.62%
CHEMBL5028	O14672	ADAM10	87.04%	97.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	86.73%	95.00%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	86.72%	82.86%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.10%	94.45%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.14%	96.90%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	84.91%	91.81%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.88%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.03%	98.05%
CHEMBL2431	P31751	Serine/threonine-protein kinase AKT2	83.53%	98.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.99%	94.08%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.02%	96.37%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.70%	95.56%
CHEMBL2885	P07451	Carbonic anhydrase III	81.60%	87.45%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.28%	92.32%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	80.92%	88.42%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	80.70%	97.53%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.25%	97.64%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588756
• LOTUS: LTS0156940
• wikiData: Q105376084