methyl 3-hydroxy-2-[[2-[[3-hydroxy-2-[[3-hydroxy-2-(1H-pyrrole-2-carbonylamino)butanoyl]amino]propanoyl]amino]-3-phenylpropanoyl]amino]butanoate

Details

• Internal ID: 104af0db-8229-493b-99eb-19916d5c8559
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: methyl 3-hydroxy-2-[[2-[[3-hydroxy-2-[[3-hydroxy-2-(1H-pyrrole-2-carbonylamino)butanoyl]amino]propanoyl]amino]-3-phenylpropanoyl]amino]butanoate
• SMILES (Canonical): CC(C(C(=O)NC(CO)C(=O)NC(CC1=CC=CC=C1)C(=O)NC(C(C)O)C(=O)OC)NC(=O)C2=CC=CN2)O
• SMILES (Isomeric): CC(C(C(=O)NC(CO)C(=O)NC(CC1=CC=CC=C1)C(=O)NC(C(C)O)C(=O)OC)NC(=O)C2=CC=CN2)O
• InChI: InChI=1S/C26H35N5O9/c1-14(33)20(30-22(35)17-10-7-11-27-17)25(38)29-19(13-32)24(37)28-18(12-16-8-5-4-6-9-16)23(36)31-21(15(2)34)26(39)40-3/h4-11,14-15,18-21,27,32-34H,12-13H2,1-3H3,(H,28,37)(H,29,38)(H,30,35)(H,31,36)
• InChI Key: GQDCCFYSNGUVHO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₅N₅O₉
• Molecular Weight: 561.60 g/mol
• Exact Mass: 561.24347771 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -2.26
• H-Bond Acceptor: 9
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8324	83.24%
Caco-2	-	0.8772	87.72%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6918	69.18%
OATP2B1 inhibitior	-	0.5706	57.06%
OATP1B1 inhibitior	+	0.8998	89.98%
OATP1B3 inhibitior	+	0.9316	93.16%
MATE1 inhibitior	-	0.8441	84.41%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9541	95.41%
P-glycoprotein inhibitior	+	0.6227	62.27%
P-glycoprotein substrate	+	0.6423	64.23%
CYP3A4 substrate	+	0.6006	60.06%
CYP2C9 substrate	-	0.8098	80.98%
CYP2D6 substrate	-	0.8394	83.94%
CYP3A4 inhibition	-	0.7752	77.52%
CYP2C9 inhibition	-	0.8537	85.37%
CYP2C19 inhibition	-	0.8419	84.19%
CYP2D6 inhibition	-	0.9040	90.40%
CYP1A2 inhibition	-	0.7278	72.78%
CYP2C8 inhibition	-	0.6350	63.50%
CYP inhibitory promiscuity	-	0.8398	83.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6959	69.59%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9566	95.66%
Skin irritation	-	0.8225	82.25%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7978	79.78%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.7666	76.66%
skin sensitisation	-	0.9111	91.11%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5548	55.48%
Acute Oral Toxicity (c)	III	0.6503	65.03%
Estrogen receptor binding	+	0.5845	58.45%
Androgen receptor binding	-	0.4885	48.85%
Thyroid receptor binding	+	0.5248	52.48%
Glucocorticoid receptor binding	+	0.5617	56.17%
Aromatase binding	-	0.5825	58.25%
PPAR gamma	+	0.6739	67.39%
Honey bee toxicity	-	0.8931	89.31%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.8257	82.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.60%	98.95%
CHEMBL3837	P07711	Cathepsin L	98.16%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	98.09%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.02%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	95.53%	90.20%
CHEMBL4040	P28482	MAP kinase ERK2	94.90%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.84%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.27%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	91.01%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.99%	95.56%
CHEMBL2885	P07451	Carbonic anhydrase III	85.81%	87.45%
CHEMBL4072	P07858	Cathepsin B	83.46%	93.67%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	83.46%	92.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.01%	95.50%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	82.89%	92.80%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.51%	93.03%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.10%	91.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.82%	97.14%
CHEMBL2535	P11166	Glucose transporter	81.74%	98.75%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.11%	98.33%
CHEMBL5028	O14672	ADAM10	80.01%	97.50%

Plants that contains it

• Aster tataricus

Cross-Links

• PubChem: 163066934
• LOTUS: LTS0016677
• wikiData: Q105015313