Argyrin F

Details

• Internal ID: 4e000a58-6db0-4385-a01d-ee0c30c636ec
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: (4S,7S,13R,22R)-22-(hydroxymethyl)-4-(1H-indol-3-ylmethyl)-7-[(4-methoxy-1H-indol-3-yl)methyl]-13,18-dimethyl-16-methylidene-24-thia-3,6,9,12,15,18,21,26-octazabicyclo[21.2.1]hexacosa-1(25),23(26)-diene-2,5,8,11,14,17,20-heptone
• InChI: InChI=1S/C40H44N10O9S/c1-20-35(54)45-21(2)40(58)50(3)17-33(53)46-29(18-51)39-49-30(19-60-39)38(57)48-28(12-22-14-41-25-9-6-5-8-24(22)25)37(56)47-27(36(55)43-16-32(52)44-20)13-23-15-42-26-10-7-11-31(59-4)34(23)26/h5-11,14-15,19-20,27-29,41-42,51H,2,12-13,16-18H2,1,3-4H3,(H,43,55)(H,44,52)(H,45,54)(H,46,53)(H,47,56)(H,48,57)/t20-,27+,28+,29-/m1/s1
• InChI Key: FJSMXOTZGJRIEU-GZAHMLPMSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₄N₁₀O₉S
• Molecular Weight: 840.90 g/mol
• Exact Mass: 840.30134419 g/mol
• Topological Polar Surface Area (TPSA): 297.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.06
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

• Argyrin F
• SCHEMBL16509635
• (4S,7S,13R,22R)-22-(hydroxymethyl)-4-(1H-indol-3-ylmethyl)-7-[(4-methoxy-1H-indol-3-yl)methyl]-13,18-dimethyl-16-methylidene-24-thia-3,6,9,12,15,18,21,26-octazabicyclo[21.2.1]hexacosa-1(25),23(26)-diene-2,5,8,11,14,17,20-heptone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8739	87.39%
Caco-2	-	0.8708	87.08%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6041	60.41%
OATP2B1 inhibitior	-	0.5679	56.79%
OATP1B1 inhibitior	+	0.8492	84.92%
OATP1B3 inhibitior	+	0.9229	92.29%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8899	88.99%
BSEP inhibitior	+	0.9716	97.16%
P-glycoprotein inhibitior	+	0.7744	77.44%
P-glycoprotein substrate	+	0.8170	81.70%
CYP3A4 substrate	+	0.7447	74.47%
CYP2C9 substrate	-	0.7985	79.85%
CYP2D6 substrate	-	0.8409	84.09%
CYP3A4 inhibition	+	0.7056	70.56%
CYP2C9 inhibition	-	0.6456	64.56%
CYP2C19 inhibition	-	0.5955	59.55%
CYP2D6 inhibition	-	0.8500	85.00%
CYP1A2 inhibition	-	0.7879	78.79%
CYP2C8 inhibition	+	0.7963	79.63%
CYP inhibitory promiscuity	+	0.5054	50.54%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5443	54.43%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9149	91.49%
Skin irritation	-	0.7629	76.29%
Skin corrosion	-	0.9219	92.19%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6678	66.78%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5288	52.88%
skin sensitisation	-	0.8484	84.84%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.5526	55.26%
Acute Oral Toxicity (c)	III	0.6053	60.53%
Estrogen receptor binding	+	0.8185	81.85%
Androgen receptor binding	+	0.7398	73.98%
Thyroid receptor binding	+	0.6356	63.56%
Glucocorticoid receptor binding	+	0.5809	58.09%
Aromatase binding	+	0.6280	62.80%
PPAR gamma	+	0.7535	75.35%
Honey bee toxicity	-	0.6617	66.17%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9392	93.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.37%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.44%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.29%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	97.69%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.18%	94.00%
CHEMBL2581	P07339	Cathepsin D	97.16%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	97.02%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	96.13%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.70%	95.56%
CHEMBL240	Q12809	HERG	95.13%	89.76%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	95.07%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.31%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.99%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.93%	85.14%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.75%	97.64%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	93.63%	96.39%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.77%	97.25%
CHEMBL228	P31645	Serotonin transporter	90.94%	95.51%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.71%	95.56%
CHEMBL2535	P11166	Glucose transporter	89.09%	98.75%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	88.94%	92.67%
CHEMBL3310	Q96DB2	Histone deacetylase 11	88.65%	88.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.51%	93.10%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.51%	95.83%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.78%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	86.14%	90.20%
CHEMBL2443	P49862	Kallikrein 7	85.34%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.87%	89.62%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.86%	96.90%
CHEMBL255	P29275	Adenosine A2b receptor	82.86%	98.59%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.41%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.00%	92.94%
CHEMBL3891	P07384	Calpain 1	81.61%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.11%	89.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	80.88%	96.69%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.74%	96.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11083408
• LOTUS: LTS0238133
• wikiData: Q104996303