Aeruginosin BH462B

Details

• Internal ID: 813afe4a-3659-4345-9349-1f1badfe36f9
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Leucine and derivatives
• IUPAC Name: (2S,3aS,6R,7aS)-6-hydroxy-1-[(2R)-2-[[(2S)-2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]-4-methylpentanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid
• SMILES (Canonical): CC(C)CC(C(=O)N1C2CC(CCC2CC1C(=O)O)O)NC(=O)C(CC3=CC=C(C=C3)O)O
• SMILES (Isomeric): CC(C)C[C@H](C(=O)N1[C@H]2C[C@@H](CC[C@H]2C[C@H]1C(=O)O)O)NC(=O)[C@H](CC3=CC=C(C=C3)O)O
• InChI: InChI=1S/C24H34N2O7/c1-13(2)9-18(25-22(30)21(29)10-14-3-6-16(27)7-4-14)23(31)26-19-12-17(28)8-5-15(19)11-20(26)24(32)33/h3-4,6-7,13,15,17-21,27-29H,5,8-12H2,1-2H3,(H,25,30)(H,32,33)/t15-,17+,18+,19-,20-,21-/m0/s1
• InChI Key: RZEDBNMSYNLPLK-FYLZZASKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄N₂O₇
• Molecular Weight: 462.50 g/mol
• Exact Mass: 462.23660143 g/mol
• Topological Polar Surface Area (TPSA): 147.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9192	91.92%
Caco-2	-	0.8301	83.01%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7498	74.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8838	88.38%
OATP1B3 inhibitior	+	0.9271	92.71%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8640	86.40%
BSEP inhibitior	+	0.5590	55.90%
P-glycoprotein inhibitior	-	0.5978	59.78%
P-glycoprotein substrate	+	0.8505	85.05%
CYP3A4 substrate	+	0.6704	67.04%
CYP2C9 substrate	+	0.5963	59.63%
CYP2D6 substrate	-	0.7958	79.58%
CYP3A4 inhibition	-	0.7346	73.46%
CYP2C9 inhibition	-	0.8329	83.29%
CYP2C19 inhibition	-	0.7559	75.59%
CYP2D6 inhibition	-	0.9219	92.19%
CYP1A2 inhibition	-	0.9200	92.00%
CYP2C8 inhibition	-	0.7060	70.60%
CYP inhibitory promiscuity	-	0.8123	81.23%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6364	63.64%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9661	96.61%
Skin irritation	-	0.7963	79.63%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5134	51.34%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8903	89.03%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8208	82.08%
Acute Oral Toxicity (c)	III	0.7143	71.43%
Estrogen receptor binding	+	0.7129	71.29%
Androgen receptor binding	+	0.6360	63.60%
Thyroid receptor binding	-	0.5317	53.17%
Glucocorticoid receptor binding	+	0.5508	55.08%
Aromatase binding	-	0.5158	51.58%
PPAR gamma	+	0.5437	54.37%
Honey bee toxicity	-	0.8420	84.20%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9437	94.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.78%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	98.60%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	97.99%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.90%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.46%	93.56%
CHEMBL268	P43235	Cathepsin K	92.13%	96.85%
CHEMBL3837	P07711	Cathepsin L	91.52%	96.61%
CHEMBL2514	O95665	Neurotensin receptor 2	90.33%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.32%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.50%	97.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.66%	90.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.41%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.38%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.37%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.08%	91.19%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.67%	93.10%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.52%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.41%	99.17%
CHEMBL301	P24941	Cyclin-dependent kinase 2	83.73%	91.23%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.61%	97.21%
CHEMBL237	P41145	Kappa opioid receptor	83.01%	98.10%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	82.41%	97.64%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.39%	92.29%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.13%	94.45%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.85%	100.00%
CHEMBL4208	P20618	Proteasome component C5	80.81%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.29%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.26%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684445
• LOTUS: LTS0184088
• wikiData: Q105270971