methyl (2S)-1-[(2S)-2-[[(2S)-2-[[(2S,3R)-2-[[(3S,4S)-4-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-hydroxypropanoyl]amino]-3-methylbutanoyl]-methylamino]-5-oxopentanoyl]amino]-3-hydroxy-5-phenylpentanoyl]amino]-3-methylpentanoyl]amino]propanoyl]-methylamino]-3-phenylpropanoyl]pyrrolidine-2-carboxylate

Details

• Internal ID: 33a7326f-3ae0-483d-950f-733611c8159c
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: methyl (2S)-1-[(2S)-2-[[(2S)-2-[[(2S,3R)-2-[[(3S,4S)-4-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-hydroxypropanoyl]amino]-3-methylbutanoyl]-methylamino]-5-oxopentanoyl]amino]-3-hydroxy-5-phenylpentanoyl]amino]-3-methylpentanoyl]amino]propanoyl]-methylamino]-3-phenylpropanoyl]pyrrolidine-2-carboxylate
• SMILES (Canonical): CCC(C)C(C(=O)NC(C)C(=O)N(C)C(CC1=CC=CC=C1)C(=O)N2CCCC2C(=O)OC)NC(=O)CC(C(CC3=CC=CC=C3)NC(=O)C(CCC(=O)N)N(C)C(=O)C(C(C)C)NC(=O)C(C)O)O
• SMILES (Isomeric): CC[C@@H](C)[C@@H](C(=O)N[C@@H](C)C(=O)N(C)[C@@H](CC1=CC=CC=C1)C(=O)N2CCC[C@H]2C(=O)OC)NC(=O)C[C@@H]([C@H](CC3=CC=CC=C3)NC(=O)[C@H](CCC(=O)N)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](C)O)O
• InChI: InChI=1S/C50H74N8O12/c1-10-30(4)43(46(65)52-31(5)47(66)57(8)38(27-34-20-15-12-16-21-34)48(67)58-25-17-22-37(58)50(69)70-9)54-41(62)28-39(60)35(26-33-18-13-11-14-19-33)53-45(64)36(23-24-40(51)61)56(7)49(68)42(29(2)3)55-44(63)32(6)59/h11-16,18-21,29-32,35-39,42-43,59-60H,10,17,22-28H2,1-9H3,(H2,51,61)(H,52,65)(H,53,64)(H,54,62)(H,55,63)/t30-,31+,32+,35+,36+,37+,38+,39+,42+,43+/m1/s1
• InChI Key: JRQBBULYUIIHBY-GTUMBWCLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₄N₈O₁₂
• Molecular Weight: 979.20 g/mol
• Exact Mass: 978.54261983 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 26

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5066	50.66%
Caco-2	-	0.8663	86.63%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5587	55.87%
OATP2B1 inhibitior	-	0.7174	71.74%
OATP1B1 inhibitior	+	0.8484	84.84%
OATP1B3 inhibitior	+	0.9106	91.06%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9582	95.82%
P-glycoprotein inhibitior	+	0.7476	74.76%
P-glycoprotein substrate	+	0.8704	87.04%
CYP3A4 substrate	+	0.7359	73.59%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8214	82.14%
CYP3A4 inhibition	+	0.6130	61.30%
CYP2C9 inhibition	-	0.8036	80.36%
CYP2C19 inhibition	-	0.7418	74.18%
CYP2D6 inhibition	-	0.8762	87.62%
CYP1A2 inhibition	-	0.8986	89.86%
CYP2C8 inhibition	+	0.6056	60.56%
CYP inhibitory promiscuity	-	0.8595	85.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6536	65.36%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9017	90.17%
Skin irritation	-	0.8012	80.12%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6942	69.42%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.7148	71.48%
skin sensitisation	-	0.8979	89.79%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7021	70.21%
Acute Oral Toxicity (c)	III	0.6810	68.10%
Estrogen receptor binding	+	0.8246	82.46%
Androgen receptor binding	+	0.7183	71.83%
Thyroid receptor binding	+	0.6269	62.69%
Glucocorticoid receptor binding	+	0.7052	70.52%
Aromatase binding	+	0.5961	59.61%
PPAR gamma	+	0.8305	83.05%
Honey bee toxicity	-	0.7122	71.22%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9526	95.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.97%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.19%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	98.40%	90.17%
CHEMBL204	P00734	Thrombin	97.99%	96.01%
CHEMBL3837	P07711	Cathepsin L	96.22%	96.61%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	96.09%	98.33%
CHEMBL2514	O95665	Neurotensin receptor 2	95.32%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.01%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.32%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.02%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	91.84%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.79%	97.09%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	90.41%	100.00%
CHEMBL4072	P07858	Cathepsin B	90.17%	93.67%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	89.78%	98.24%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	89.13%	97.64%
CHEMBL230	P35354	Cyclooxygenase-2	88.86%	89.63%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.78%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.50%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.47%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.04%	100.00%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	86.35%	96.03%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.56%	96.47%
CHEMBL1255126	O15151	Protein Mdm4	85.26%	90.20%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.04%	93.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.95%	82.69%
CHEMBL2327	P21452	Neurokinin 2 receptor	82.72%	98.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.31%	93.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.01%	96.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.35%	94.66%
CHEMBL6007	O75762	Transient receptor potential cation channel subfamily A member 1	81.07%	92.17%
CHEMBL2535	P11166	Glucose transporter	80.93%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.60%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163104615
• LOTUS: LTS0035494
• wikiData: Q105134039