[1-[2-[[3-(3-Bromo-5-chloro-4-hydroxyphenyl)-2-hydroxypropanoyl]amino]-3-methylpentanoyl]-2-[4-(diaminomethylideneamino)butylcarbamoyl]-2,3,3a,4,5,6,7,7a-octahydroindol-6-yl] hydrogen sulfate

Details

• Internal ID: 4f465264-7ef9-468a-9c62-4532dc605fe7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: [1-[2-[[3-(3-bromo-5-chloro-4-hydroxyphenyl)-2-hydroxypropanoyl]amino]-3-methylpentanoyl]-2-[4-(diaminomethylideneamino)butylcarbamoyl]-2,3,3a,4,5,6,7,7a-octahydroindol-6-yl] hydrogen sulfate
• SMILES (Canonical): CCC(C)C(C(=O)N1C2CC(CCC2CC1C(=O)NCCCCN=C(N)N)OS(=O)(=O)O)NC(=O)C(CC3=CC(=C(C(=C3)Br)O)Cl)O
• SMILES (Isomeric): CCC(C)C(C(=O)N1C2CC(CCC2CC1C(=O)NCCCCN=C(N)N)OS(=O)(=O)O)NC(=O)C(CC3=CC(=C(C(=C3)Br)O)Cl)O
• InChI: InChI=1S/C29H44BrClN6O9S/c1-3-15(2)24(36-27(41)23(38)12-16-10-19(30)25(39)20(31)11-16)28(42)37-21-14-18(46-47(43,44)45)7-6-17(21)13-22(37)26(40)34-8-4-5-9-35-29(32)33/h10-11,15,17-18,21-24,38-39H,3-9,12-14H2,1-2H3,(H,34,40)(H,36,41)(H4,32,33,35)(H,43,44,45)
• InChI Key: WGFZRUTWFMYTPD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₄BrClN₆O₉S
• Molecular Weight: 768.10 g/mol
• Exact Mass: 766.17624 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9327	93.27%
Caco-2	-	0.8633	86.33%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.3865	38.65%
OATP2B1 inhibitior	-	0.5712	57.12%
OATP1B1 inhibitior	+	0.8068	80.68%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.8254	82.54%
P-glycoprotein inhibitior	+	0.7104	71.04%
P-glycoprotein substrate	+	0.8481	84.81%
CYP3A4 substrate	+	0.7352	73.52%
CYP2C9 substrate	-	0.6109	61.09%
CYP2D6 substrate	-	0.7951	79.51%
CYP3A4 inhibition	+	0.5134	51.34%
CYP2C9 inhibition	-	0.6818	68.18%
CYP2C19 inhibition	-	0.6265	62.65%
CYP2D6 inhibition	-	0.8343	83.43%
CYP1A2 inhibition	-	0.7161	71.61%
CYP2C8 inhibition	+	0.6952	69.52%
CYP inhibitory promiscuity	-	0.6891	68.91%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	+	0.5065	50.65%
Carcinogenicity (trinary)	Non-required	0.5668	56.68%
Eye corrosion	-	0.9761	97.61%
Eye irritation	-	0.9263	92.63%
Skin irritation	-	0.7528	75.28%
Skin corrosion	-	0.9086	90.86%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4480	44.80%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5129	51.29%
skin sensitisation	-	0.8239	82.39%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8860	88.60%
Acute Oral Toxicity (c)	III	0.5713	57.13%
Estrogen receptor binding	+	0.8339	83.39%
Androgen receptor binding	+	0.7090	70.90%
Thyroid receptor binding	+	0.5552	55.52%
Glucocorticoid receptor binding	+	0.6645	66.45%
Aromatase binding	+	0.6287	62.87%
PPAR gamma	+	0.7160	71.60%
Honey bee toxicity	-	0.7173	71.73%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9735	97.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.73%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.47%	96.09%
CHEMBL4072	P07858	Cathepsin B	99.29%	93.67%
CHEMBL4040	P28482	MAP kinase ERK2	98.69%	83.82%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	98.57%	95.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.11%	94.45%
CHEMBL204	P00734	Thrombin	97.99%	96.01%
CHEMBL2179	P04062	Beta-glucocerebrosidase	97.86%	85.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.23%	91.11%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	96.89%	95.52%
CHEMBL4506	Q96EB6	NAD-dependent deacetylase sirtuin 1	95.64%	88.33%
CHEMBL261	P00915	Carbonic anhydrase I	95.51%	96.76%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	95.45%	97.21%
CHEMBL2094135	Q96BI3	Gamma-secretase	95.30%	98.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	95.17%	100.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	94.73%	98.33%
CHEMBL340	P08684	Cytochrome P450 3A4	94.61%	91.19%
CHEMBL4588	P22894	Matrix metalloproteinase 8	94.04%	94.66%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	93.73%	96.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.55%	97.09%
CHEMBL3729	P22748	Carbonic anhydrase IV	93.04%	99.23%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.88%	96.38%
CHEMBL2514	O95665	Neurotensin receptor 2	92.73%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.45%	96.00%
CHEMBL238	Q01959	Dopamine transporter	92.33%	95.88%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.56%	90.71%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	91.32%	83.65%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.61%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	89.64%	96.90%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	89.60%	97.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.59%	93.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.44%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.26%	93.56%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.98%	95.69%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	87.98%	96.11%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	87.94%	97.23%
CHEMBL5646	Q6L5J4	FML2_HUMAN	87.86%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.41%	95.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.20%	100.00%
CHEMBL255	P29275	Adenosine A2b receptor	87.01%	98.59%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	86.70%	96.67%
CHEMBL3025	P23280	Carbonic anhydrase VI	86.17%	97.50%
CHEMBL5905	Q04828	Aldo-keto reductase family 1 member C1	85.69%	91.79%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.58%	95.89%
CHEMBL5028	O14672	ADAM10	85.55%	97.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.47%	96.21%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.40%	92.88%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.22%	95.58%
CHEMBL205	P00918	Carbonic anhydrase II	85.09%	98.44%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.42%	96.37%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	84.40%	97.53%
CHEMBL3384	Q16512	Protein kinase N1	84.24%	80.71%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	84.12%	89.33%
CHEMBL4805	Q99572	P2X purinoceptor 7	84.06%	97.50%
CHEMBL4073	P09237	Matrix metalloproteinase 7	83.66%	97.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.27%	89.62%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.20%	89.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.10%	97.14%
CHEMBL3055	P50613	Cyclin-dependent kinase 7	82.78%	81.88%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.78%	89.34%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.28%	94.00%
CHEMBL3837	P07711	Cathepsin L	82.09%	96.61%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.65%	96.61%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.59%	97.29%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.42%	94.33%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.58%	85.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 78074829
• LOTUS: LTS0180236
• wikiData: Q104200191