Microviridin I

Details

• Internal ID: 567d2660-0f6a-4456-8615-665c10352334
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2S)-2-[[(1S,4S,10S,13S,19S,22S,25S,29R,30S,33S,43S)-30-[[(2S,3R)-2-[[(2R)-1-[(2S)-2-acetamido-3-(4-hydroxyphenyl)propanoyl]pyrrolidine-2-carbonyl]amino]-3-hydroxybutanoyl]amino]-4-[(4-hydroxyphenyl)methyl]-22-(1H-indol-3-ylmethyl)-29-methyl-33-(2-methylpropyl)-2,5,11,16,21,24,27,31,34,41,45,47-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)CC(C)C)NC(=O)C(C(C)O)NC(=O)C9CCCN9C(=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)CC(C)C)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H]9CCCN9C(=O)[C@H](CC1=CC=C(C=C1)O)NC(=O)C
• InChI: InChI=1S/C86H108N16O25/c1-43(2)34-58-75(113)90-56-14-8-9-31-87-68(108)39-60(77(115)97-64(86(124)125)37-49-21-27-53(107)28-22-49)93-74(112)57-29-30-69(109)126-42-65(98-80(118)66-15-10-32-101(66)85(123)63(96-73(56)111)36-48-19-25-52(106)26-20-48)79(117)94-61(78(116)92-59(76(114)91-57)38-50-41-88-55-13-7-6-12-54(50)55)40-70(110)127-45(4)72(83(121)95-58)100-82(120)71(44(3)103)99-81(119)67-16-11-33-102(67)84(122)62(89-46(5)104)35-47-17-23-51(105)24-18-47/h6-7,12-13,17-28,41,43-45,56-67,71-72,88,103,105-107H,8-11,14-16,29-40,42H2,1-5H3,(H,87,108)(H,89,104)(H,90,113)(H,91,114)(H,92,116)(H,93,112)(H,94,117)(H,95,121)(H,96,111)(H,97,115)(H,98,118)(H,99,119)(H,100,120)(H,124,125)/t44-,45-,56+,57+,58+,59+,60+,61+,62+,63+,64+,65+,66+,67-,71+,72+/m1/s1
• InChI Key: QIXNFZOBUNPVTK-GSCVQPRKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₆H₁₀₈N₁₆O₂₅
• Molecular Weight: 1765.90 g/mol
• Exact Mass: 1764.76715299 g/mol
• Topological Polar Surface Area (TPSA): 606.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): -2.75
• H-Bond Acceptor: 24
• H-Bond Donor: 19
• Rotatable Bonds: 20

Synonyms

• RefChem:158818
• 264909-22-0
• (2S)-2-((((1S,4S,10S,13S,19S,22S,25S,29R,30S,33S,43S)-33-((2R)-butan-2-yl)-30-(((2S,3R)-1,3-dihydroxy-2-((hydroxy((2S)-1-((2S)-2-((1-hydroxyethylidene)amino)-3-(4-hydroxyphenyl)propanoyl)pyrrolidin-2-yl)methylidene)amino)butylidene)amino)-2,11,21,24,31,34,41,45,47-nonahydroxy-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,19S,22S,25S,29R,30S,33S,43S)-30-(((2S,3R)-2-(((2R)-1-((2S)-2-acetamido-3-(4-hydroxyphenyl)propanoyl)pyrrolidine-2-carbonyl)amino)-3-hydroxybutanoyl)amino)-4-((4-hydroxyphenyl)methyl)-22-(1H-indol-3-ylmethyl)-29-methyl-33-(2-methylpropyl)-2,5,11,16,21,24,27,31,34,41,45,47-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,19S,22S,25S,29R,30S,33S,43S)-33-[(2R)-butan-2-yl]-30-{[(2S,3R)-1,3-dihydroxy-2-({hydroxy[(2S)-1-[(2S)-2-[(1-hydroxyethylidene)amino]-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]methylidene}amino)butylidene]amino}-2,11,21,24,31,34,41,45,47-nonahydroxy-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,19S,22S,25S,29R,30S,33S,43S)-30-[[(2S,3R)-2-[[(2R)-1-[(2S)-2-acetamido-3-(4-hydroxyphenyl)propanoyl]pyrrolidine-2-carbonyl]amino]-3-hydroxybutanoyl]amino]-4-[(4-hydroxyphenyl)methyl]-22-(1H-indol-3-ylmethyl)-29-methyl-33-(2-methylpropyl)-2,5,11,16,21,24,27,31,34,41,45,47-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
• CHEBI:201751

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7342	73.42%
Caco-2	-	0.8642	86.42%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Nucleus	0.3428	34.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8060	80.60%
OATP1B3 inhibitior	+	0.9209	92.09%
MATE1 inhibitior	-	0.7209	72.09%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9708	97.08%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.8718	87.18%
CYP3A4 substrate	+	0.7640	76.40%
CYP2C9 substrate	-	0.5998	59.98%
CYP2D6 substrate	-	0.8347	83.47%
CYP3A4 inhibition	-	0.5182	51.82%
CYP2C9 inhibition	-	0.8096	80.96%
CYP2C19 inhibition	-	0.7941	79.41%
CYP2D6 inhibition	-	0.8725	87.25%
CYP1A2 inhibition	-	0.9442	94.42%
CYP2C8 inhibition	+	0.8407	84.07%
CYP inhibitory promiscuity	-	0.5951	59.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5941	59.41%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8955	89.55%
Skin irritation	-	0.7976	79.76%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7268	72.68%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	-	0.8971	89.71%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.5976	59.76%
Acute Oral Toxicity (c)	III	0.5732	57.32%
Estrogen receptor binding	-	0.4897	48.97%
Androgen receptor binding	+	0.7165	71.65%
Thyroid receptor binding	+	0.7933	79.33%
Glucocorticoid receptor binding	+	0.8351	83.51%
Aromatase binding	+	0.8103	81.03%
PPAR gamma	+	0.7849	78.49%
Honey bee toxicity	-	0.6123	61.23%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9229	92.29%

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	99.65%	91.11%
CHEMBL3837	P07711	Cathepsin L	99.47%	96.61%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	99.23%	97.64%
CHEMBL333	P08253	Matrix metalloproteinase-2	99.09%	96.31%
CHEMBL5103	Q969S8	Histone deacetylase 10	98.76%	90.08%
CHEMBL1255126	O15151	Protein Mdm4	98.62%	90.20%
CHEMBL3310	Q96DB2	Histone deacetylase 11	98.47%	88.56%
CHEMBL3524	P56524	Histone deacetylase 4	97.92%	92.97%
CHEMBL321	P14780	Matrix metalloproteinase 9	97.86%	92.12%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.28%	85.14%
CHEMBL259	P32245	Melanocortin receptor 4	97.13%	95.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	96.72%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.53%	89.00%
CHEMBL4644	P41968	Melanocortin receptor 3	96.40%	99.52%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.55%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.34%	99.23%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	94.75%	82.38%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	93.77%	98.24%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	93.76%	96.39%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.65%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.65%	95.56%
CHEMBL2535	P11166	Glucose transporter	92.29%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.13%	95.89%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	91.36%	83.10%
CHEMBL2514	O95665	Neurotensin receptor 2	91.30%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.54%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	90.47%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.23%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.12%	91.71%
CHEMBL255	P29275	Adenosine A2b receptor	89.89%	98.59%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.36%	93.10%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	89.01%	91.81%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	88.42%	98.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.85%	93.99%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.50%	95.50%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	87.31%	96.11%
CHEMBL1951	P21397	Monoamine oxidase A	86.80%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.34%	99.17%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	86.28%	92.67%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.94%	95.71%
CHEMBL4040	P28482	MAP kinase ERK2	85.45%	83.82%
CHEMBL4608	P33032	Melanocortin receptor 5	84.54%	97.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	84.42%	95.00%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	84.15%	100.00%
CHEMBL2803	P43403	Tyrosine-protein kinase ZAP-70	83.83%	82.50%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	83.50%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.48%	100.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.41%	94.66%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.40%	95.83%
CHEMBL1293287	P14735	Insulin-degrading enzyme	83.31%	88.10%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.80%	89.67%
CHEMBL221	P23219	Cyclooxygenase-1	82.72%	90.17%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	82.42%	88.42%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.21%	99.15%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.08%	96.47%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	81.98%	96.69%
CHEMBL204	P00734	Thrombin	81.80%	96.01%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	80.35%	96.28%

Plants that contains it

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Cross-Links

• PubChem: 139584353
• LOTUS: LTS0073745
• wikiData: Q77310749