(2R)-3-[[(2S)-3-(3-chloro-4-methoxyphenyl)-2-[[(E,5S,6S,7R,8S)-5,7,8-trihydroxy-6-methyl-8-phenyloct-2-enoyl]amino]propanoyl]amino]-2-methylpropanoic acid

Details

• Internal ID: 6e0448ee-80c4-43c5-89d1-2bbad189b58a
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2R)-3-[[(2S)-3-(3-chloro-4-methoxyphenyl)-2-[[(E,5S,6S,7R,8S)-5,7,8-trihydroxy-6-methyl-8-phenyloct-2-enoyl]amino]propanoyl]amino]-2-methylpropanoic acid
• SMILES (Canonical): CC(CNC(=O)C(CC1=CC(=C(C=C1)OC)Cl)NC(=O)C=CCC(C(C)C(C(C2=CC=CC=C2)O)O)O)C(=O)O
• SMILES (Isomeric): C[C@H](CNC(=O)[C@H](CC1=CC(=C(C=C1)OC)Cl)NC(=O)/C=C/C[C@@H]([C@H](C)[C@H]([C@H](C2=CC=CC=C2)O)O)O)C(=O)O
• InChI: InChI=1S/C29H37ClN2O8/c1-17(29(38)39)16-31-28(37)22(15-19-12-13-24(40-3)21(30)14-19)32-25(34)11-7-10-23(33)18(2)26(35)27(36)20-8-5-4-6-9-20/h4-9,11-14,17-18,22-23,26-27,33,35-36H,10,15-16H2,1-3H3,(H,31,37)(H,32,34)(H,38,39)/b11-7+/t17-,18+,22+,23+,26-,27+/m1/s1
• InChI Key: LMWKOYOHPNYYLI-WXPDOMMMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₇ClN₂O₈
• Molecular Weight: 577.10 g/mol
• Exact Mass: 576.2238438 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8453	84.53%
Caco-2	-	0.8601	86.01%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6786	67.86%
OATP2B1 inhibitior	-	0.7127	71.27%
OATP1B1 inhibitior	+	0.8496	84.96%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7729	77.29%
P-glycoprotein inhibitior	+	0.6915	69.15%
P-glycoprotein substrate	+	0.5947	59.47%
CYP3A4 substrate	+	0.6560	65.60%
CYP2C9 substrate	-	0.6009	60.09%
CYP2D6 substrate	-	0.8712	87.12%
CYP3A4 inhibition	-	0.7002	70.02%
CYP2C9 inhibition	-	0.8412	84.12%
CYP2C19 inhibition	-	0.6877	68.77%
CYP2D6 inhibition	-	0.7656	76.56%
CYP1A2 inhibition	-	0.8201	82.01%
CYP2C8 inhibition	+	0.6964	69.64%
CYP inhibitory promiscuity	-	0.7877	78.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7349	73.49%
Carcinogenicity (trinary)	Non-required	0.5850	58.50%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9534	95.34%
Skin irritation	-	0.7760	77.60%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7026	70.26%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5039	50.39%
skin sensitisation	-	0.8660	86.60%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7908	79.08%
Acute Oral Toxicity (c)	III	0.6647	66.47%
Estrogen receptor binding	+	0.6299	62.99%
Androgen receptor binding	+	0.6944	69.44%
Thyroid receptor binding	+	0.5838	58.38%
Glucocorticoid receptor binding	+	0.6608	66.08%
Aromatase binding	-	0.5467	54.67%
PPAR gamma	+	0.6442	64.42%
Honey bee toxicity	-	0.7973	79.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5148	51.48%
Fish aquatic toxicity	+	0.9840	98.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.37%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	99.09%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.08%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	98.05%	90.20%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.38%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	96.15%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.12%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.37%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.53%	94.45%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	92.91%	92.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.68%	99.17%
CHEMBL4208	P20618	Proteasome component C5	92.11%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.02%	97.14%
CHEMBL2535	P11166	Glucose transporter	89.62%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.46%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.85%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	87.48%	90.24%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.22%	97.21%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.68%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.90%	91.11%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.09%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	84.65%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	83.85%	94.73%
CHEMBL240	Q12809	HERG	83.73%	89.76%
CHEMBL5028	O14672	ADAM10	82.80%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.57%	93.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.34%	96.90%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	81.98%	89.33%
CHEMBL3837	P07711	Cathepsin L	81.80%	96.61%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	80.51%	96.67%
CHEMBL5957	P21589	5'-nucleotidase	80.16%	97.78%

Plants that contains it

• Neurolaena lobata

Cross-Links

• PubChem: 10348169
• NPASS: NPC233924