Rhabdopeptide 8

Details

• Internal ID: f3bf596c-7690-4175-86aa-6805a90b4f3f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2R)-N-[(2R)-1-[[(2R)-1-[2-(1H-indol-3-yl)ethylamino]-3-methyl-1-oxobutan-2-yl]-methylamino]-3-methyl-1-oxobutan-2-yl]-4-methyl-2-[[(2S)-3-methyl-2-(methylamino)butanoyl]amino]pentanamide
• InChI: InChI=1S/C33H54N6O4/c1-19(2)17-26(37-31(41)27(34-9)20(3)4)30(40)38-28(21(5)6)33(43)39(10)29(22(7)8)32(42)35-16-15-23-18-36-25-14-12-11-13-24(23)25/h11-14,18-22,26-29,34,36H,15-17H2,1-10H3,(H,35,42)(H,37,41)(H,38,40)/t26-,27+,28-,29-/m1/s1
• InChI Key: QSUBRRUYBLMEBB-VJLHXPKFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₄N₆O₄
• Molecular Weight: 598.80 g/mol
• Exact Mass: 598.42065423 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 16

Synonyms

• (2R)-N-[(2R)-1-[[(2R)-1-[2-(1H-indol-3-yl)ethylamino]-3-methyl-1-oxobutan-2-yl]-methylamino]-3-methyl-1-oxobutan-2-yl]-4-methyl-2-[[(2S)-3-methyl-2-(methylamino)butanoyl]amino]pentanamide
• (2R)-2-(((2S)-1-hydroxy-3-methyl-2-(methylamino)butylidene)amino)-N-((1R)-1-(((1R)-1-((2-(1H-indol-3-yl)ethyl)-C-hydroxycarbonimidoyl)-2-methylpropyl)(methyl)carbamoyl)-2-methylpropyl)-4-methylpentanimidate
• (2R)-2-{[(2S)-1-hydroxy-3-methyl-2-(methylamino)butylidene]amino}-N-[(1R)-1-{[(1R)-1-{[2-(1H-indol-3-yl)ethyl]-C-hydroxycarbonimidoyl}-2-methylpropyl](methyl)carbamoyl}-2-methylpropyl]-4-methylpentanimidate
• (2R)-N-((2R)-1-(((2R)-1-(2-(1H-indol-3-yl)ethylamino)-3-methyl-1-oxobutan-2-yl)-methylamino)-3-methyl-1-oxobutan-2-yl)-4-methyl-2-(((2S)-3-methyl-2-(methylamino)butanoyl)amino)pentanamide
• RefChem:179093
• CHEBI:219384

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9152	91.52%
Caco-2	-	0.8124	81.24%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4740	47.40%
OATP2B1 inhibitior	+	0.7192	71.92%
OATP1B1 inhibitior	+	0.8905	89.05%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.8032	80.32%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7729	77.29%
P-glycoprotein inhibitior	+	0.7549	75.49%
P-glycoprotein substrate	+	0.8677	86.77%
CYP3A4 substrate	+	0.6789	67.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7336	73.36%
CYP3A4 inhibition	-	0.7598	75.98%
CYP2C9 inhibition	-	0.8390	83.90%
CYP2C19 inhibition	-	0.5379	53.79%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.6916	69.16%
CYP2C8 inhibition	-	0.6194	61.94%
CYP inhibitory promiscuity	-	0.8396	83.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.7099	70.99%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9403	94.03%
Skin irritation	-	0.8067	80.67%
Skin corrosion	-	0.9303	93.03%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7375	73.75%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.5757	57.57%
skin sensitisation	-	0.8972	89.72%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8518	85.18%
Acute Oral Toxicity (c)	III	0.6428	64.28%
Estrogen receptor binding	+	0.7274	72.74%
Androgen receptor binding	+	0.5714	57.14%
Thyroid receptor binding	+	0.6399	63.99%
Glucocorticoid receptor binding	+	0.7458	74.58%
Aromatase binding	+	0.6558	65.58%
PPAR gamma	+	0.7194	71.94%
Honey bee toxicity	-	0.8161	81.61%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.5526	55.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.84%	98.95%
CHEMBL3837	P07711	Cathepsin L	99.37%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.13%	96.09%
CHEMBL1914	P06276	Butyrylcholinesterase	96.24%	95.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.65%	90.08%
CHEMBL221	P23219	Cyclooxygenase-1	93.50%	90.17%
CHEMBL255	P29275	Adenosine A2b receptor	92.77%	98.59%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	92.73%	90.71%
CHEMBL3310	Q96DB2	Histone deacetylase 11	92.26%	88.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.41%	95.56%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	90.93%	89.33%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	89.73%	98.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	89.13%	90.24%
CHEMBL5028	O14672	ADAM10	87.83%	97.50%
CHEMBL2885	P07451	Carbonic anhydrase III	87.41%	87.45%
CHEMBL4208	P20618	Proteasome component C5	87.11%	90.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	86.95%	83.10%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.97%	93.56%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	85.47%	96.37%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	84.26%	96.67%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.00%	100.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.90%	100.00%
CHEMBL3776	Q14790	Caspase-8	82.85%	97.06%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	82.68%	95.48%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	82.57%	92.80%
CHEMBL3308	P55212	Caspase-6	82.23%	97.56%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	81.49%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.37%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.73%	89.00%
CHEMBL202	P00374	Dihydrofolate reductase	80.14%	89.92%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588763
• LOTUS: LTS0088974
• wikiData: Q105227365