[4-[(2R)-3-[[(2R)-1-[(2S,3aS,6R,7aS)-2-[[(2S,3S)-1-carbamimidoyl-2-hydroxypiperidin-3-yl]carbamoyl]-6-hydroxy-2,3,3a,4,5,6,7,7a-octahydroindol-1-yl]-4-methyl-1-oxopentan-2-yl]amino]-2-hydroxy-3-oxopropyl]-2-chlorophenyl] hydrogen sulfate

Details

• Internal ID: 3ccdfca0-abb0-420e-b3db-1c5a4a02ff9a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Leucine and derivatives
• IUPAC Name: [4-[(2R)-3-[[(2R)-1-[(2S,3aS,6R,7aS)-2-[[(2S,3S)-1-carbamimidoyl-2-hydroxypiperidin-3-yl]carbamoyl]-6-hydroxy-2,3,3a,4,5,6,7,7a-octahydroindol-1-yl]-4-methyl-1-oxopentan-2-yl]amino]-2-hydroxy-3-oxopropyl]-2-chlorophenyl] hydrogen sulfate
• SMILES (Canonical): CC(C)CC(C(=O)N1C2CC(CCC2CC1C(=O)NC3CCCN(C3O)C(=N)N)O)NC(=O)C(CC4=CC(=C(C=C4)OS(=O)(=O)O)Cl)O
• SMILES (Isomeric): CC(C)C[C@H](C(=O)N1[C@H]2C[C@@H](CC[C@H]2C[C@H]1C(=O)N[C@H]3CCCN([C@H]3O)C(=N)N)O)NC(=O)[C@@H](CC4=CC(=C(C=C4)OS(=O)(=O)O)Cl)O
• InChI: InChI=1S/C30H45ClN6O10S/c1-15(2)10-21(35-27(41)24(39)12-16-5-8-25(19(31)11-16)47-48(44,45)46)29(43)37-22-14-18(38)7-6-17(22)13-23(37)26(40)34-20-4-3-9-36(28(20)42)30(32)33/h5,8,11,15,17-18,20-24,28,38-39,42H,3-4,6-7,9-10,12-14H2,1-2H3,(H3,32,33)(H,34,40)(H,35,41)(H,44,45,46)/t17-,18+,20-,21+,22-,23-,24+,28-/m0/s1
• InChI Key: HGPSINCIELURHW-OZNHPPRRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₅ClN₆O₁₀S
• Molecular Weight: 717.20 g/mol
• Exact Mass: 716.2606405 g/mol
• Topological Polar Surface Area (TPSA): 264.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): -0.12
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8053	80.53%
Caco-2	-	0.8673	86.73%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.3910	39.10%
OATP2B1 inhibitior	-	0.5779	57.79%
OATP1B1 inhibitior	+	0.8560	85.60%
OATP1B3 inhibitior	+	0.9352	93.52%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7757	77.57%
P-glycoprotein inhibitior	+	0.7082	70.82%
P-glycoprotein substrate	+	0.8724	87.24%
CYP3A4 substrate	+	0.7439	74.39%
CYP2C9 substrate	-	0.6109	61.09%
CYP2D6 substrate	-	0.8129	81.29%
CYP3A4 inhibition	-	0.7746	77.46%
CYP2C9 inhibition	-	0.6922	69.22%
CYP2C19 inhibition	-	0.6315	63.15%
CYP2D6 inhibition	-	0.8339	83.39%
CYP1A2 inhibition	-	0.7224	72.24%
CYP2C8 inhibition	+	0.7029	70.29%
CYP inhibitory promiscuity	-	0.7408	74.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.5687	56.87%
Eye corrosion	-	0.9760	97.60%
Eye irritation	-	0.9224	92.24%
Skin irritation	-	0.7542	75.42%
Skin corrosion	-	0.9097	90.97%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5356	53.56%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8249	82.49%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8730	87.30%
Acute Oral Toxicity (c)	III	0.5753	57.53%
Estrogen receptor binding	+	0.8547	85.47%
Androgen receptor binding	+	0.7116	71.16%
Thyroid receptor binding	+	0.5243	52.43%
Glucocorticoid receptor binding	+	0.7001	70.01%
Aromatase binding	+	0.6584	65.84%
PPAR gamma	+	0.7339	73.39%
Honey bee toxicity	-	0.6893	68.93%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6146	61.46%
Fish aquatic toxicity	+	0.9724	97.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3837	P07711	Cathepsin L	99.35%	96.61%
CHEMBL2581	P07339	Cathepsin D	99.23%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.95%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.39%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	97.50%	90.17%
CHEMBL1801	P00747	Plasminogen	96.38%	92.44%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	96.13%	98.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	96.02%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	95.63%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	94.53%	97.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.05%	90.71%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	94.00%	96.03%
CHEMBL238	Q01959	Dopamine transporter	93.16%	95.88%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	93.16%	91.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.09%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.97%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	92.79%	96.90%
CHEMBL5203	P33316	dUTP pyrophosphatase	92.36%	99.18%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.36%	95.56%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.88%	95.58%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.81%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.42%	96.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.22%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.72%	97.21%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	90.50%	95.34%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	90.38%	92.29%
CHEMBL205	P00918	Carbonic anhydrase II	90.03%	98.44%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	89.81%	96.67%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	89.72%	95.52%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.49%	97.09%
CHEMBL5028	O14672	ADAM10	89.12%	97.50%
CHEMBL4208	P20618	Proteasome component C5	89.09%	90.00%
CHEMBL2514	O95665	Neurotensin receptor 2	88.80%	100.00%
CHEMBL3202	P48147	Prolyl endopeptidase	88.55%	90.65%
CHEMBL3384	Q16512	Protein kinase N1	87.75%	80.71%
CHEMBL259	P32245	Melanocortin receptor 4	87.13%	95.38%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.33%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	85.92%	98.10%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.78%	97.64%
CHEMBL3474	P14555	Phospholipase A2 group IIA	85.30%	94.05%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.86%	96.21%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.74%	90.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.50%	94.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.34%	96.67%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.81%	93.03%
CHEMBL3023	Q9NRA0	Sphingosine kinase 2	83.04%	95.61%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.71%	93.10%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	82.68%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.60%	95.89%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.52%	97.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.47%	96.38%
CHEMBL3729	P22748	Carbonic anhydrase IV	81.82%	99.23%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.61%	94.66%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	81.56%	92.86%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.52%	98.75%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	81.32%	96.28%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.78%	90.08%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	80.49%	92.38%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	80.28%	95.48%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.06%	89.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162899842
• LOTUS: LTS0276194
• wikiData: Q105027909