(2s)-2-[[(1s)-1-[[(1s)-1-[[(1r)-1-Benzyl-2-oxo-ethyl]carbamoyl]-2-methyl-propyl]carbamoyl]-4-guanidino-butyl]carbamoylamino]-3-(4-hydroxyphenyl)propanoic acid

Details

• Internal ID: 97259e64-ee8b-40d0-aa33-9e8a562d99a2
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: (2S)-2-[[(2S)-5-(diaminomethylideneamino)-1-[[(2S)-3-methyl-1-oxo-1-[[(2R)-1-oxo-3-phenylpropan-2-yl]amino]butan-2-yl]amino]-1-oxopentan-2-yl]carbamoylamino]-3-(4-hydroxyphenyl)propanoic acid
• SMILES (Canonical): CC(C)C(C(=O)NC(CC1=CC=CC=C1)C=O)NC(=O)C(CCCN=C(N)N)NC(=O)NC(CC2=CC=C(C=C2)O)C(=O)O
• SMILES (Isomeric): CC(C)[C@@H](C(=O)N[C@H](CC1=CC=CC=C1)C=O)NC(=O)[C@H](CCCN=C(N)N)NC(=O)N[C@@H](CC2=CC=C(C=C2)O)C(=O)O
• InChI: InChI=1S/C30H41N7O7/c1-18(2)25(27(41)34-21(17-38)15-19-7-4-3-5-8-19)37-26(40)23(9-6-14-33-29(31)32)35-30(44)36-24(28(42)43)16-20-10-12-22(39)13-11-20/h3-5,7-8,10-13,17-18,21,23-25,39H,6,9,14-16H2,1-2H3,(H,34,41)(H,37,40)(H,42,43)(H4,31,32,33)(H2,35,36,44)/t21-,23+,24+,25+/m1/s1
• InChI Key: DYNPEHYVIZVLIF-VZVHPENPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₁N₇O₇
• Molecular Weight: 611.70 g/mol
• Exact Mass: 611.30674667 g/mol
• Topological Polar Surface Area (TPSA): 238.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.18
• H-Bond Acceptor: 7
• H-Bond Donor: 8
• Rotatable Bonds: 17

Synonyms

• GE20372 B
• SCHEMBL17364037
• (2S)-2-[[(2S)-5-(diaminomethylideneamino)-1-[[(2S)-3-methyl-1-oxo-1-[[(2R)-1-oxo-3-phenylpropan-2-yl]amino]butan-2-yl]amino]-1-oxopentan-2-yl]carbamoylamino]-3-(4-hydroxyphenyl)propanoic acid
• N-[N-[N2-[[(1-Carboxy-2-(4-hydroxyphenyl)ethyl)amino]carbonyl]-L-arginyl]-L-valyl]-D-phenylalanine, aldehyde deriv.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8616	86.16%
Caco-2	-	0.9000	90.00%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8408	84.08%
OATP2B1 inhibitior	-	0.5676	56.76%
OATP1B1 inhibitior	+	0.8536	85.36%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9303	93.03%
P-glycoprotein inhibitior	+	0.7195	71.95%
P-glycoprotein substrate	+	0.8508	85.08%
CYP3A4 substrate	+	0.6366	63.66%
CYP2C9 substrate	+	0.8125	81.25%
CYP2D6 substrate	-	0.8359	83.59%
CYP3A4 inhibition	-	0.8038	80.38%
CYP2C9 inhibition	-	0.7996	79.96%
CYP2C19 inhibition	-	0.7421	74.21%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	-	0.8637	86.37%
CYP2C8 inhibition	+	0.5310	53.10%
CYP inhibitory promiscuity	-	0.9455	94.55%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7711	77.11%
Carcinogenicity (trinary)	Non-required	0.6699	66.99%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9381	93.81%
Skin irritation	-	0.7960	79.60%
Skin corrosion	-	0.9319	93.19%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5229	52.29%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.6415	64.15%
skin sensitisation	-	0.8662	86.62%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6275	62.75%
Acute Oral Toxicity (c)	III	0.6839	68.39%
Estrogen receptor binding	+	0.7782	77.82%
Androgen receptor binding	+	0.7439	74.39%
Thyroid receptor binding	+	0.5587	55.87%
Glucocorticoid receptor binding	+	0.6526	65.26%
Aromatase binding	+	0.5663	56.63%
PPAR gamma	+	0.7369	73.69%
Honey bee toxicity	-	0.8719	87.19%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8350	83.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4072	P07858	Cathepsin B	99.90%	93.67%
CHEMBL2581	P07339	Cathepsin D	99.55%	98.95%
CHEMBL3837	P07711	Cathepsin L	98.89%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.25%	99.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	96.70%	90.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.05%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.49%	91.11%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	95.23%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.20%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.93%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.65%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	93.62%	90.20%
CHEMBL3891	P07384	Calpain 1	93.54%	93.04%
CHEMBL2514	O95665	Neurotensin receptor 2	92.24%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.94%	95.50%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	88.47%	97.23%
CHEMBL2535	P11166	Glucose transporter	87.48%	98.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.29%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.84%	90.71%
CHEMBL221	P23219	Cyclooxygenase-1	84.48%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.35%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.85%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.02%	100.00%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.63%	97.53%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.41%	91.71%
CHEMBL3401	O75469	Pregnane X receptor	80.87%	94.73%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	80.78%	97.88%
CHEMBL1808	P12821	Angiotensin-converting enzyme	80.63%	93.39%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.25%	86.33%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	80.13%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 474949
• LOTUS: LTS0109993
• wikiData: Q104991457