H-Val-Thr(1)-Leu-Lys(2)-Tyr-Pro-Ser(3)-Asp(1)-Trp-Glu(3)-Glu(2)-Phe-OH

Details

• Internal ID: 313a323a-bb14-4d42-a58f-0f9fe77726e3
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2S)-2-[[(1S,4S,10S,13S,19S,22S,25S,29R,30S,33S,44S)-30-[[(2S)-2-amino-3-methylbutanoyl]amino]-4-[(4-hydroxyphenyl)methyl]-22-(1H-indol-3-ylmethyl)-29-methyl-33-(2-methylpropyl)-2,5,11,16,21,24,27,31,34,41,46,48-dodecaoxo-15,28-dioxa-3,6,12,20,23,32,35,40,45,47-decazatetracyclo[17.16.11.213,25.06,10]octatetracontane-44-carbonyl]amino]-3-phenylpropanoic acid
• SMILES (Canonical): CC1C(C(=O)NC(C(=O)NC2CCCCNC(=O)CCC(NC(=O)C3CCC(=O)OCC(C(=O)NC(CC(=O)O1)C(=O)NC(C(=O)N3)CC4=CNC5=CC=CC=C54)NC(=O)C6CCCN6C(=O)C(NC2=O)CC7=CC=C(C=C7)O)C(=O)NC(CC8=CC=CC=C8)C(=O)O)CC(C)C)NC(=O)C(C(C)C)N
• SMILES (Isomeric): C[C@@H]1[C@@H](C(=O)N[C@H](C(=O)N[C@H]2CCCCNC(=O)CC[C@H](NC(=O)[C@@H]3CCC(=O)OC[C@@H](C(=O)N[C@@H](CC(=O)O1)C(=O)N[C@H](C(=O)N3)CC4=CNC5=CC=CC=C54)NC(=O)[C@@H]6CCCN6C(=O)[C@@H](NC2=O)CC7=CC=C(C=C7)O)C(=O)N[C@@H](CC8=CC=CC=C8)C(=O)O)CC(C)C)NC(=O)[C@H](C(C)C)N
• InChI: InChI=1S/C72H94N14O19/c1-37(2)30-49-64(94)76-46-18-11-12-28-74-56(88)26-24-47(63(93)83-53(72(102)103)32-40-14-7-6-8-15-40)77-62(92)48-25-27-57(89)104-36-54(84-68(98)55-19-13-29-86(55)71(101)52(82-61(46)91)31-41-20-22-43(87)23-21-41)67(97)80-51(34-58(90)105-39(5)60(70(100)81-49)85-69(99)59(73)38(3)4)66(96)79-50(65(95)78-48)33-42-35-75-45-17-10-9-16-44(42)45/h6-10,14-17,20-23,35,37-39,46-55,59-60,75,87H,11-13,18-19,24-34,36,73H2,1-5H3,(H,74,88)(H,76,94)(H,77,92)(H,78,95)(H,79,96)(H,80,97)(H,81,100)(H,82,91)(H,83,93)(H,84,98)(H,85,99)(H,102,103)/t39-,46+,47+,48+,49+,50+,51+,52+,53+,54+,55+,59+,60+/m1/s1
• InChI Key: VORFWDWWIMRFMG-YIXBORKCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₇₂H₉₄N₁₄O₁₉
• Molecular Weight: 1459.60 g/mol
• Exact Mass: 1458.68196682 g/mol
• Topological Polar Surface Area (TPSA): 492.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.39
• H-Bond Acceptor: 19
• H-Bond Donor: 15
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8043	80.43%
Caco-2	-	0.8670	86.70%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Lysosomes	0.3664	36.64%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8149	81.49%
OATP1B3 inhibitior	+	0.9304	93.04%
MATE1 inhibitior	-	0.7809	78.09%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9813	98.13%
P-glycoprotein inhibitior	+	0.7435	74.35%
P-glycoprotein substrate	+	0.8788	87.88%
CYP3A4 substrate	+	0.7570	75.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8176	81.76%
CYP3A4 inhibition	+	0.5652	56.52%
CYP2C9 inhibition	-	0.8967	89.67%
CYP2C19 inhibition	-	0.8430	84.30%
CYP2D6 inhibition	-	0.8680	86.80%
CYP1A2 inhibition	-	0.9561	95.61%
CYP2C8 inhibition	+	0.8174	81.74%
CYP inhibitory promiscuity	-	0.7784	77.84%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5399	53.99%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8968	89.68%
Skin irritation	-	0.7954	79.54%
Skin corrosion	-	0.9367	93.67%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6933	69.33%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	-	0.8939	89.39%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8417	84.17%
Acute Oral Toxicity (c)	III	0.5947	59.47%
Estrogen receptor binding	+	0.7118	71.18%
Androgen receptor binding	+	0.6551	65.51%
Thyroid receptor binding	+	0.6260	62.60%
Glucocorticoid receptor binding	+	0.7308	73.08%
Aromatase binding	+	0.7170	71.70%
PPAR gamma	+	0.7833	78.33%
Honey bee toxicity	-	0.6314	63.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8831	88.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.99%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.15%	91.11%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	98.72%	97.64%
CHEMBL3837	P07711	Cathepsin L	98.60%	96.61%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	98.05%	91.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.83%	90.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.26%	96.09%
CHEMBL333	P08253	Matrix metalloproteinase-2	97.15%	96.31%
CHEMBL3310	Q96DB2	Histone deacetylase 11	96.69%	88.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.49%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	95.90%	90.20%
CHEMBL4040	P28482	MAP kinase ERK2	95.87%	83.82%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	94.76%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.63%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.58%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.00%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.77%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.48%	89.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	93.42%	83.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.69%	94.45%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	92.00%	98.24%
CHEMBL2535	P11166	Glucose transporter	91.85%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.71%	93.56%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	90.41%	96.11%
CHEMBL4644	P41968	Melanocortin receptor 3	89.84%	99.52%
CHEMBL1951	P21397	Monoamine oxidase A	89.49%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.31%	99.17%
CHEMBL255	P29275	Adenosine A2b receptor	89.02%	98.59%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	87.87%	82.86%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.83%	96.47%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.69%	82.38%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	87.52%	90.24%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.51%	93.99%
CHEMBL340	P08684	Cytochrome P450 3A4	86.67%	91.19%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	86.05%	95.34%
CHEMBL4608	P33032	Melanocortin receptor 5	85.95%	97.00%
CHEMBL1293287	P14735	Insulin-degrading enzyme	85.41%	88.10%
CHEMBL3524	P56524	Histone deacetylase 4	85.13%	92.97%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	84.14%	91.81%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.34%	95.83%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.90%	99.15%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.18%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	82.00%	95.38%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.81%	89.50%
CHEMBL2514	O95665	Neurotensin receptor 2	81.66%	100.00%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	81.41%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.39%	95.71%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	80.88%	96.28%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.47%	98.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684897
• LOTUS: LTS0097675
• wikiData: Q105290367