Aeruginosin BH604

Details

• Internal ID: 13c452fd-53be-4551-aefe-5a958a3dcb07
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: (2S,3aS,6R,7aS)-N-[(2S)-5-(diaminomethylideneamino)-1-hydroxypentan-2-yl]-6-hydroxy-1-[(2S,3S)-2-[[(2S)-2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]-3-methylpentanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxamide
• SMILES (Canonical): CCC(C)C(C(=O)N1C2CC(CCC2CC1C(=O)NC(CCCN=C(N)N)CO)O)NC(=O)C(CC3=CC=C(C=C3)O)O
• SMILES (Isomeric): CC[C@H](C)[C@@H](C(=O)N1[C@H]2C[C@@H](CC[C@H]2C[C@H]1C(=O)N[C@@H](CCCN=C(N)N)CO)O)NC(=O)[C@H](CC3=CC=C(C=C3)O)O
• InChI: InChI=1S/C30H48N6O7/c1-3-17(2)26(35-28(42)25(40)13-18-6-9-21(38)10-7-18)29(43)36-23-15-22(39)11-8-19(23)14-24(36)27(41)34-20(16-37)5-4-12-33-30(31)32/h6-7,9-10,17,19-20,22-26,37-40H,3-5,8,11-16H2,1-2H3,(H,34,41)(H,35,42)(H4,31,32,33)/t17-,19-,20-,22+,23-,24-,25-,26-/m0/s1
• InChI Key: OIHPUVZVWDKLOQ-NDZBDSPBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈N₆O₇
• Molecular Weight: 604.70 g/mol
• Exact Mass: 604.35844789 g/mol
• Topological Polar Surface Area (TPSA): 224.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.51
• H-Bond Acceptor: 8
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9716	97.16%
Caco-2	-	0.8700	87.00%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5678	56.78%
OATP2B1 inhibitior	-	0.7128	71.28%
OATP1B1 inhibitior	+	0.8460	84.60%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.7015	70.15%
P-glycoprotein inhibitior	+	0.6260	62.60%
P-glycoprotein substrate	+	0.8866	88.66%
CYP3A4 substrate	+	0.7243	72.43%
CYP2C9 substrate	-	0.6150	61.50%
CYP2D6 substrate	-	0.7649	76.49%
CYP3A4 inhibition	-	0.6520	65.20%
CYP2C9 inhibition	-	0.8657	86.57%
CYP2C19 inhibition	-	0.8103	81.03%
CYP2D6 inhibition	-	0.9008	90.08%
CYP1A2 inhibition	-	0.8879	88.79%
CYP2C8 inhibition	+	0.5520	55.20%
CYP inhibitory promiscuity	-	0.9515	95.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6106	61.06%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9408	94.08%
Skin irritation	-	0.7699	76.99%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4530	45.30%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.5836	58.36%
skin sensitisation	-	0.8619	86.19%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7381	73.81%
Acute Oral Toxicity (c)	III	0.6165	61.65%
Estrogen receptor binding	+	0.8125	81.25%
Androgen receptor binding	+	0.6271	62.71%
Thyroid receptor binding	+	0.5231	52.31%
Glucocorticoid receptor binding	+	0.6281	62.81%
Aromatase binding	+	0.6441	64.41%
PPAR gamma	+	0.6986	69.86%
Honey bee toxicity	-	0.8064	80.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7340	73.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.61%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.40%	96.09%
CHEMBL2514	O95665	Neurotensin receptor 2	96.69%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.47%	97.09%
CHEMBL204	P00734	Thrombin	93.79%	96.01%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.55%	90.71%
CHEMBL4072	P07858	Cathepsin B	93.45%	93.67%
CHEMBL3837	P07711	Cathepsin L	93.37%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.33%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.95%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.88%	97.21%
CHEMBL4588	P22894	Matrix metalloproteinase 8	92.14%	94.66%
CHEMBL4123	P30989	Neurotensin receptor 1	91.91%	96.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.70%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.46%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	91.45%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.51%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.30%	93.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.03%	97.29%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.78%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.22%	95.56%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	89.11%	96.67%
CHEMBL2535	P11166	Glucose transporter	88.51%	98.75%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	88.21%	100.00%
CHEMBL249	P25103	Neurokinin 1 receptor	88.11%	99.17%
CHEMBL301	P24941	Cyclin-dependent kinase 2	87.26%	91.23%
CHEMBL4040	P28482	MAP kinase ERK2	86.42%	83.82%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.60%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.38%	97.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.31%	92.88%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.35%	98.05%
CHEMBL1255126	O15151	Protein Mdm4	84.14%	90.20%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.81%	93.10%
CHEMBL236	P41143	Delta opioid receptor	83.22%	99.35%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.97%	98.33%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	82.36%	97.23%
CHEMBL255	P29275	Adenosine A2b receptor	82.19%	98.59%
CHEMBL259	P32245	Melanocortin receptor 4	81.89%	95.38%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	80.31%	94.36%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.28%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684444
• LOTUS: LTS0050859
• wikiData: Q105192514