Malleobactin A

Details

• Internal ID: 259b4647-606e-4bdc-971d-dd1e5a29b108
• 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-nitropentanoyl]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(CCC[N+](=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](CCC[N+](=O)[O-])NC=O)CN
• InChI: InChI=1S/C23H40N8O13/c24-7-1-2-8-25-19(36)15(6-3-9-30(42)13-34)27-21(38)16(11-32)28-22(39)17(18(35)23(40)41)29-20(37)14(26-12-33)5-4-10-31(43)44/h12-18,32,35,42H,1-11,24H2,(H,25,36)(H,26,33)(H,27,38)(H,28,39)(H,29,37)(H,40,41)/t14-,15-,16-,17+,18+/m0/s1
• InChI Key: SFTPYNFMHUKKSK-NNPSNHGLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₄₀N₈O₁₃
• Molecular Weight: 636.60 g/mol
• Exact Mass: 636.27148336 g/mol
• Topological Polar Surface Area (TPSA): 336.00 Ų
• XlogP: -6.90
• Atomic LogP (AlogP): -5.47
• H-Bond Acceptor: 13
• H-Bond Donor: 10
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7153	71.53%
Caco-2	-	0.8947	89.47%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5786	57.86%
OATP2B1 inhibitior	-	0.5744	57.44%
OATP1B1 inhibitior	+	0.8681	86.81%
OATP1B3 inhibitior	+	0.9334	93.34%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5591	55.91%
P-glycoprotein inhibitior	+	0.6481	64.81%
P-glycoprotein substrate	+	0.7574	75.74%
CYP3A4 substrate	+	0.6740	67.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8379	83.79%
CYP3A4 inhibition	-	0.9067	90.67%
CYP2C9 inhibition	-	0.7628	76.28%
CYP2C19 inhibition	-	0.7130	71.30%
CYP2D6 inhibition	-	0.8994	89.94%
CYP1A2 inhibition	-	0.8278	82.78%
CYP2C8 inhibition	-	0.5833	58.33%
CYP inhibitory promiscuity	-	0.9314	93.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6900	69.00%
Carcinogenicity (trinary)	Non-required	0.4292	42.92%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.9233	92.33%
Skin irritation	-	0.7206	72.06%
Skin corrosion	-	0.9279	92.79%
Ames mutagenesis	-	0.5164	51.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6258	62.58%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	-	0.6006	60.06%
skin sensitisation	-	0.8374	83.74%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6187	61.87%
Acute Oral Toxicity (c)	III	0.5630	56.30%
Estrogen receptor binding	+	0.7431	74.31%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5056	50.56%
Glucocorticoid receptor binding	+	0.5516	55.16%
Aromatase binding	+	0.6091	60.91%
PPAR gamma	+	0.6382	63.82%
Honey bee toxicity	-	0.8055	80.55%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.8539	85.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.87%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.22%	99.17%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	96.00%	97.23%
CHEMBL1255126	O15151	Protein Mdm4	95.98%	90.20%
CHEMBL2514	O95665	Neurotensin receptor 2	95.46%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.29%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	93.89%	83.82%
CHEMBL2094135	Q96BI3	Gamma-secretase	93.68%	98.05%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	91.38%	95.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	91.13%	98.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.78%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.57%	97.29%
CHEMBL4801	P29466	Caspase-1	90.34%	96.85%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	89.84%	96.28%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	89.51%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.78%	94.45%
CHEMBL1795117	Q8TEK3	Histone-lysine N-methyltransferase, H3 lysine-79 specific	88.71%	93.56%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	88.62%	92.32%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.60%	93.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.41%	96.90%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	87.69%	97.34%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.21%	96.00%
CHEMBL3837	P07711	Cathepsin L	86.24%	96.61%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	86.18%	81.58%
CHEMBL3776	Q14790	Caspase-8	85.56%	97.06%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	85.11%	96.37%
CHEMBL4581	P52732	Kinesin-like protein 1	84.68%	93.18%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.42%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.41%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	84.31%	91.19%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	84.25%	92.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.98%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.39%	97.21%
CHEMBL2431	P31751	Serine/threonine-protein kinase AKT2	82.92%	98.33%
CHEMBL3018	Q9Y5Y6	Matriptase	82.81%	98.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.77%	98.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.23%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.71%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.38%	95.50%
CHEMBL5028	O14672	ADAM10	80.07%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102501928
• LOTUS: LTS0204123
• wikiData: Q77494238