ochrobactin B

Details

• Internal ID: 333cf910-b473-4446-b6df-e8e251ed935a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids
• IUPAC Name: 2-[2-[[(1S)-1-carboxy-5-[[(E)-dec-2-enoyl]-hydroxyamino]pentyl]amino]-2-oxoethyl]-4-[[(1S)-1-carboxy-5-[hydroxy(octanoyl)amino]pentyl]amino]-2-hydroxy-4-oxobutanoic acid
• SMILES (Canonical): CCCCCCCC=CC(=O)N(CCCCC(C(=O)O)NC(=O)CC(CC(=O)NC(CCCCN(C(=O)CCCCCCC)O)C(=O)O)(C(=O)O)O)O
• SMILES (Isomeric): CCCCCCC/C=C/C(=O)N(CCCC[C@@H](C(=O)O)NC(=O)CC(CC(=O)N[C@@H](CCCCN(C(=O)CCCCCCC)O)C(=O)O)(C(=O)O)O)O
• InChI: InChI=1S/C36H62N4O13/c1-3-5-7-9-10-12-14-22-32(44)40(53)24-18-16-20-28(34(47)48)38-30(42)26-36(51,35(49)50)25-29(41)37-27(33(45)46)19-15-17-23-39(52)31(43)21-13-11-8-6-4-2/h14,22,27-28,51-53H,3-13,15-21,23-26H2,1-2H3,(H,37,41)(H,38,42)(H,45,46)(H,47,48)(H,49,50)/b22-14+/t27-,28-,36?/m0/s1
• InChI Key: KZEACDXUQDXNBD-DSWUTSPRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₂N₄O₁₃
• Molecular Weight: 758.90 g/mol
• Exact Mass: 758.43133805 g/mol
• Topological Polar Surface Area (TPSA): 271.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 32

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6490	64.90%
Caco-2	-	0.8569	85.69%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7112	71.12%
OATP2B1 inhibitior	-	0.5760	57.60%
OATP1B1 inhibitior	+	0.7979	79.79%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9338	93.38%
BSEP inhibitior	+	0.6855	68.55%
P-glycoprotein inhibitior	+	0.7257	72.57%
P-glycoprotein substrate	-	0.5591	55.91%
CYP3A4 substrate	+	0.6533	65.33%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.8869	88.69%
CYP3A4 inhibition	-	0.7693	76.93%
CYP2C9 inhibition	-	0.7941	79.41%
CYP2C19 inhibition	-	0.7238	72.38%
CYP2D6 inhibition	-	0.8878	88.78%
CYP1A2 inhibition	-	0.8112	81.12%
CYP2C8 inhibition	-	0.6899	68.99%
CYP inhibitory promiscuity	-	0.9273	92.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6100	61.00%
Carcinogenicity (trinary)	Non-required	0.4569	45.69%
Eye corrosion	-	0.9782	97.82%
Eye irritation	-	0.8969	89.69%
Skin irritation	-	0.7792	77.92%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4762	47.62%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.6583	65.83%
skin sensitisation	-	0.8306	83.06%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5527	55.27%
Acute Oral Toxicity (c)	III	0.6097	60.97%
Estrogen receptor binding	+	0.7573	75.73%
Androgen receptor binding	+	0.7161	71.61%
Thyroid receptor binding	-	0.5172	51.72%
Glucocorticoid receptor binding	+	0.5975	59.75%
Aromatase binding	+	0.6184	61.84%
PPAR gamma	+	0.6351	63.51%
Honey bee toxicity	-	0.8767	87.67%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7472	74.72%
Fish aquatic toxicity	+	0.8773	87.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	99.41%	99.17%
CHEMBL2581	P07339	Cathepsin D	98.79%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	96.59%	89.63%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.00%	92.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.14%	93.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.01%	97.29%
CHEMBL3401	O75469	Pregnane X receptor	91.02%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.00%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.51%	90.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	89.44%	100.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	88.99%	96.00%
CHEMBL5255	O00206	Toll-like receptor 4	88.57%	92.50%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	88.48%	92.29%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.90%	89.34%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.86%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.25%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.25%	96.00%
CHEMBL236	P41143	Delta opioid receptor	85.19%	99.35%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.05%	100.00%
CHEMBL1781	P11387	DNA topoisomerase I	83.25%	97.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.11%	96.90%
CHEMBL2514	O95665	Neurotensin receptor 2	82.57%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.29%	91.19%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.15%	91.81%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.72%	95.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 134820310
• LOTUS: LTS0206192
• wikiData: Q105148101