(2S)-2-[[(3S)-2-[(2S)-2-Amino-3-(1H-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-3,4-dihydro-1H-isoquinoline-3-carbonyl]amino]-5-hydroxy-4-methylpentanoic acid

Details

• Internal ID: f215184a-17f1-4ac5-864b-d13528f9b068
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-2-[[(3S)-2-[(2S)-2-amino-3-(1H-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-3,4-dihydro-1H-isoquinoline-3-carbonyl]amino]-5-hydroxy-4-methylpentanoic acid
• SMILES (Canonical): CC(CC(C(=O)O)NC(=O)C1CC2=CC(=C(C(=C2CN1C(=O)C(CC3=CNC4=CC=CC=C43)N)O)OC)O)CO
• SMILES (Isomeric): CC(C[C@@H](C(=O)O)NC(=O)[C@@H]1CC2=CC(=C(C(=C2CN1C(=O)[C@H](CC3=CNC4=CC=CC=C43)N)O)OC)O)CO
• InChI: InChI=1S/C28H34N4O8/c1-14(13-33)7-21(28(38)39)31-26(36)22-9-15-10-23(34)25(40-2)24(35)18(15)12-32(22)27(37)19(29)8-16-11-30-20-6-4-3-5-17(16)20/h3-6,10-11,14,19,21-22,30,33-35H,7-9,12-13,29H2,1-2H3,(H,31,36)(H,38,39)/t14?,19-,21-,22-/m0/s1
• InChI Key: WVYIXBYYAHYOIW-KQNCPTOESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄N₄O₈
• Molecular Weight: 554.60 g/mol
• Exact Mass: 554.23766406 g/mol
• Topological Polar Surface Area (TPSA): 198.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): 1.00
• H-Bond Acceptor: 8
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

• (2S)-2-[[(3S)-2-[(2S)-2-Amino-3-(1H-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-3,4-dihydro-1H-isoquinoline-3-carbonyl]amino]-5-hydroxy-4-methylpentanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6377	63.77%
Caco-2	-	0.8922	89.22%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Nucleus	0.5450	54.50%
OATP2B1 inhibitior	-	0.7129	71.29%
OATP1B1 inhibitior	+	0.8719	87.19%
OATP1B3 inhibitior	+	0.9303	93.03%
MATE1 inhibitior	-	0.8847	88.47%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9178	91.78%
P-glycoprotein inhibitior	+	0.6809	68.09%
P-glycoprotein substrate	+	0.7585	75.85%
CYP3A4 substrate	+	0.7072	70.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7930	79.30%
CYP3A4 inhibition	-	0.8820	88.20%
CYP2C9 inhibition	-	0.7196	71.96%
CYP2C19 inhibition	-	0.7681	76.81%
CYP2D6 inhibition	-	0.7977	79.77%
CYP1A2 inhibition	-	0.7960	79.60%
CYP2C8 inhibition	+	0.6024	60.24%
CYP inhibitory promiscuity	-	0.7359	73.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5931	59.31%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9674	96.74%
Skin irritation	-	0.7830	78.30%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6717	67.17%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.6321	63.21%
skin sensitisation	-	0.8956	89.56%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.9670	96.70%
Acute Oral Toxicity (c)	III	0.5855	58.55%
Estrogen receptor binding	+	0.7133	71.33%
Androgen receptor binding	+	0.7173	71.73%
Thyroid receptor binding	+	0.5333	53.33%
Glucocorticoid receptor binding	+	0.6605	66.05%
Aromatase binding	+	0.5454	54.54%
PPAR gamma	+	0.6744	67.44%
Honey bee toxicity	-	0.8108	81.08%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6749	67.49%
Fish aquatic toxicity	+	0.7175	71.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.50%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.90%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	96.45%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.24%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	95.41%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.11%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.31%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.02%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	91.99%	90.20%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.58%	89.62%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.77%	95.56%
CHEMBL2535	P11166	Glucose transporter	90.63%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.60%	99.15%
CHEMBL4040	P28482	MAP kinase ERK2	88.84%	83.82%
CHEMBL5028	O14672	ADAM10	88.15%	97.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.51%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	87.36%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	86.70%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.49%	85.14%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.73%	98.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.62%	95.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.32%	96.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	85.29%	83.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.14%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.88%	90.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.48%	88.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.43%	86.33%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	83.34%	82.86%
CHEMBL3837	P07711	Cathepsin L	83.01%	96.61%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.60%	96.47%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.96%	97.21%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	81.80%	92.29%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	81.71%	95.48%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.65%	89.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.47%	93.10%
CHEMBL233	P35372	Mu opioid receptor	80.03%	97.93%

Plants that contains it

• Bruguiera gymnorhiza

Cross-Links

• PubChem: 9959347
• LOTUS: LTS0114191
• wikiData: Q105383211