Microviridin L

Details

• Internal ID: a6905e1a-a53f-467d-a0cf-054ef49b9726
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2S)-2-[[(1S,4S,10S,13S,19R,22S,25S,29S,30S,33S,43S)-30-[[2-[[2-[[(2S)-2-acetamido-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-33-benzyl-4-[(4-hydroxyphenyl)methyl]-22-(1H-indol-3-ylmethyl)-29-methyl-2,5,11,16,21,24,27,31,34,41,45,47-dodecaoxo-15,28-dioxa-3,6,12,20,23,32,35,40,44,46-decazatetracyclo[17.16.10.213,25.06,10]heptatetracontane-43-carbonyl]amino]-3-(4-hydroxyphenyl)propanoic acid
• SMILES (Canonical): CC1C(C(=O)NC(C(=O)NC2CCCCNC(=O)CC(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=C(C=C8)O)C(=O)O)CC9=CC=CC=C9)NC(=O)CNC(=O)CNC(=O)C(CC1=CC=C(C=C1)O)NC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H](C(=O)N[C@H](C(=O)N[C@H]2CCCCNC(=O)C[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=C(C=C8)O)C(=O)O)CC9=CC=CC=C9)NC(=O)CNC(=O)CNC(=O)[C@H](CC1=CC=C(C=C1)O)NC(=O)C
• InChI: InChI=1S/C84H98N16O24/c1-44-72(99-69(107)42-87-68(106)41-88-73(110)58(89-45(2)101)34-47-17-23-51(102)24-18-47)82(119)95-59(33-46-11-4-3-5-12-46)76(113)90-56-15-8-9-31-85-67(105)38-61(78(115)97-64(84(121)122)36-49-21-27-53(104)28-22-49)93-75(112)57-29-30-70(108)123-43-65(98-81(118)66-16-10-32-100(66)83(120)63(96-74(56)111)35-48-19-25-52(103)26-20-48)80(117)94-62(39-71(109)124-44)79(116)92-60(77(114)91-57)37-50-40-86-55-14-7-6-13-54(50)55/h3-7,11-14,17-28,40,44,56-66,72,86,102-104H,8-10,15-16,29-39,41-43H2,1-2H3,(H,85,105)(H,87,106)(H,88,110)(H,89,101)(H,90,113)(H,91,114)(H,92,116)(H,93,112)(H,94,117)(H,95,119)(H,96,111)(H,97,115)(H,98,118)(H,99,107)(H,121,122)/t44-,56-,57+,58-,59-,60-,61-,62-,63-,64-,65-,66-,72-/m0/s1
• InChI Key: WLHHUMSPNLZREI-WLNUAIIISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₄H₉₈N₁₆O₂₄
• Molecular Weight: 1715.80 g/mol
• Exact Mass: 1714.69398806 g/mol
• Topological Polar Surface Area (TPSA): 594.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -3.18
• H-Bond Acceptor: 23
• H-Bond Donor: 19
• Rotatable Bonds: 20

Synonyms

• RefChem:158820
• ((3S,9R,12S,15S,19S,20S,23S,26S,29S,34aS,42S)-12-((1H-indol-3-yl)methyl)-20-(2-(2-((S)-2-acetamido-3-(4-hydroxyphenyl)propanamido)acetamido)acetamido)-23-benzyl-29-(4-hydroxybenzyl)-19-methyl-1,6,11,14,17,21,24,27,30,40,44,46-dodecaoxodotriacontahydro-26,9-(butanoiminopropanoiminomethano)-15,3-(epiminomethano)pyrrolo(2,1-f)(1,20)dioxa(4,7,10,13,16,25,28)heptaazacyclodotriacontine-42-carbonyl)-L-tyrosine
• ((3S,9R,12S,15S,19S,20S,23S,26S,29S,34aS,42S)-12-((1H-indol-3-yl)methyl)-20-(2-(2-((S)-2-acetamido-3-(4-hydroxyphenyl)propanamido)acetamido)acetamido)-23-benzyl-29-(4-hydroxybenzyl)-19-methyl-1,6,11,14,17,21,24,27,30,40,44,46-dodecaoxodotriacontahydro-26,9-(butanoiminopropanoiminomethano)-15,3-(epiminomethano)pyrrolo[2,1-f][1,20]dioxa[4,7,10,13,16,25,28]heptaazacyclodotriacontine-42-carbonyl)-L-tyrosine
• (2S)-2-((((1S,4S,10S,13S,19R,22S,25S,29S,30S,33S,43S)-33-benzyl-2,11,21,24,31,34,41,45,47-nonahydroxy-30-((1-hydroxy-2-((1-hydroxy-2-(((2S)-1-hydroxy-2-((1-hydroxyethylidene)amino)-3-(4-hydroxyphenyl)propylidene)amino)ethylidene)amino)ethylidene)amino)-4-((4-hydroxyphenyl)methyl)-22-((1H-indol-3-yl)methyl)-29-methyl-5,16,27-trioxo-15,28-dioxa-3,6,12,20,23,32,35,40,44,46-decaazatetracyclo(17.16.10.2,.0,)heptatetraconta-2,11,20,23,31,34,40,44,46-nonaen-43-yl)(hydroxy)methylidene)amino)-3-(4-hydroxyphenyl)propanoate
• (2S)-2-(((1S,4S,10S,13S,19R,22S,25S,29S,30S,33S,43S)-30-((2-((2-(((2S)-2-acetamido-3-(4-hydroxyphenyl)propanoyl)amino)acetyl)amino)acetyl)amino)-33-benzyl-4-((4-hydroxyphenyl)methyl)-22-(1H-indol-3-ylmethyl)-29-methyl-2,5,11,16,21,24,27,31,34,41,45,47-dodecaoxo-15,28-dioxa-3,6,12,20,23,32,35,40,44,46-decazatetracyclo(17.16.10.213,25.06,10)heptatetracontane-43-carbonyl)amino)-3-(4-hydroxyphenyl)propanoic acid
• (2S)-2-({[(1S,4S,10S,13S,19R,22S,25S,29S,30S,33S,43S)-33-benzyl-2,11,21,24,31,34,41,45,47-nonahydroxy-30-({1-hydroxy-2-[(1-hydroxy-2-{[(2S)-1-hydroxy-2-[(1-hydroxyethylidene)amino]-3-(4-hydroxyphenyl)propylidene]amino}ethylidene)amino]ethylidene}amino)-4-[(4-hydroxyphenyl)methyl]-22-[(1H-indol-3-yl)methyl]-29-methyl-5,16,27-trioxo-15,28-dioxa-3,6,12,20,23,32,35,40,44,46-decaazatetracyclo[17.16.10.2,.0,]heptatetraconta-2,11,20,23,31,34,40,44,46-nonaen-43-yl](hydroxy)methylidene}amino)-3-(4-hydroxyphenyl)propanoate
• (2S)-2-[[(1S,4S,10S,13S,19R,22S,25S,29S,30S,33S,43S)-30-[[2-[[2-[[(2S)-2-acetamido-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-33-benzyl-4-[(4-hydroxyphenyl)methyl]-22-(1H-indol-3-ylmethyl)-29-methyl-2,5,11,16,21,24,27,31,34,41,45,47-dodecaoxo-15,28-dioxa-3,6,12,20,23,32,35,40,44,46-decazatetracyclo[17.16.10.213,25.06,10]heptatetracontane-43-carbonyl]amino]-3-(4-hydroxyphenyl)propanoic acid
• SCHEMBL30507738
• CHEBI:213434

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6328	63.28%
Caco-2	-	0.8640	86.40%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Nucleus	0.3960	39.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8097	80.97%
OATP1B3 inhibitior	+	0.9280	92.80%
MATE1 inhibitior	-	0.8409	84.09%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9673	96.73%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.8687	86.87%
CYP3A4 substrate	+	0.7602	76.02%
CYP2C9 substrate	-	0.8093	80.93%
CYP2D6 substrate	-	0.8451	84.51%
CYP3A4 inhibition	-	0.6553	65.53%
CYP2C9 inhibition	-	0.8772	87.72%
CYP2C19 inhibition	-	0.8300	83.00%
CYP2D6 inhibition	-	0.8675	86.75%
CYP1A2 inhibition	-	0.9168	91.68%
CYP2C8 inhibition	+	0.8273	82.73%
CYP inhibitory promiscuity	-	0.5473	54.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6116	61.16%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8957	89.57%
Skin irritation	-	0.8043	80.43%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7254	72.54%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5573	55.73%
skin sensitisation	-	0.8993	89.93%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7347	73.47%
Acute Oral Toxicity (c)	III	0.5918	59.18%
Estrogen receptor binding	+	0.5393	53.93%
Androgen receptor binding	+	0.6696	66.96%
Thyroid receptor binding	+	0.7361	73.61%
Glucocorticoid receptor binding	+	0.8041	80.41%
Aromatase binding	+	0.7809	78.09%
PPAR gamma	+	0.7522	75.22%
Honey bee toxicity	-	0.6375	63.75%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7959	79.59%

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	99.48%	91.11%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	99.05%	97.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	98.55%	90.08%
CHEMBL1255126	O15151	Protein Mdm4	97.40%	90.20%
CHEMBL3310	Q96DB2	Histone deacetylase 11	97.39%	88.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	97.25%	91.71%
CHEMBL4644	P41968	Melanocortin receptor 3	97.18%	99.52%
CHEMBL259	P32245	Melanocortin receptor 4	96.65%	95.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	96.63%	99.23%
CHEMBL4608	P33032	Melanocortin receptor 5	96.45%	97.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.83%	89.00%
CHEMBL333	P08253	Matrix metalloproteinase-2	95.63%	96.31%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	94.89%	96.67%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	94.83%	89.33%
CHEMBL4040	P28482	MAP kinase ERK2	94.10%	83.82%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	94.00%	96.39%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.55%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.25%	97.14%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	93.24%	83.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.12%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.76%	96.09%
CHEMBL2535	P11166	Glucose transporter	92.63%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.98%	85.14%
CHEMBL3837	P07711	Cathepsin L	91.94%	96.61%
CHEMBL3524	P56524	Histone deacetylase 4	91.93%	92.97%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	91.65%	96.11%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	91.51%	91.81%
CHEMBL255	P29275	Adenosine A2b receptor	91.19%	98.59%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.98%	95.89%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	90.73%	82.38%
CHEMBL340	P08684	Cytochrome P450 3A4	89.02%	91.19%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	88.12%	98.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.93%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.60%	95.50%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	87.14%	92.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.03%	99.17%
CHEMBL1293287	P14735	Insulin-degrading enzyme	86.43%	88.10%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	86.26%	82.86%
CHEMBL321	P14780	Matrix metalloproteinase 9	86.04%	92.12%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	85.61%	96.28%
CHEMBL1951	P21397	Monoamine oxidase A	85.55%	91.49%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.94%	95.83%
CHEMBL3202	P48147	Prolyl endopeptidase	81.52%	90.65%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.08%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.34%	95.71%
CHEMBL1902	P62942	FK506-binding protein 1A	80.22%	97.05%

Plants that contains it

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Cross-Links

• PubChem: 146683734
• LOTUS: LTS0128866
• wikiData: Q105307962