Tolypocladin G

Details

• Internal ID: 92f265f5-d1d1-4767-ba43-67f64246f745
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (2S)-1-[(1R,2S,13S,16S,17S,19R,20R,22S,25S,27S)-16-hydroxy-1,2,24,24-tetramethyl-22-(2-methylprop-1-enyl)-18,21,23,26-tetraoxa-4-azaoctacyclo[14.13.0.02,13.03,11.05,10.017,19.017,27.020,25]nonacosa-3(11),5(10),6,8-tetraen-7-yl]-3-methylbutane-2,3-diol
• SMILES (Canonical): CC(=CC1OC2C(C(O1)(C)C)OC3CCC4(C5(C(CCC4(C36C2O6)O)CC7=C5NC8=C7C=CC(=C8)CC(C(C)(C)O)O)C)C)C
• SMILES (Isomeric): CC(=C[C@H]1O[C@H]2[C@@H]3[C@@]4(O3)[C@H](CC[C@]5([C@]4(CC[C@@H]6[C@@]5(C7=C(C6)C8=C(N7)C=C(C=C8)C[C@@H](C(C)(C)O)O)C)O)C)O[C@@H]2C(O1)(C)C)C
• InChI: InChI=1S/C37H51NO7/c1-19(2)15-27-43-28-30(33(5,6)44-27)42-26-12-13-34(7)35(8)21(11-14-36(34,41)37(26)31(28)45-37)18-23-22-10-9-20(16-24(22)38-29(23)35)17-25(39)32(3,4)40/h9-10,15-16,21,25-28,30-31,38-41H,11-14,17-18H2,1-8H3/t21-,25-,26-,27-,28+,30-,31+,34+,35+,36-,37-/m0/s1
• InChI Key: LSIZNUFKUJUHND-VKCNXYGBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₁NO₇
• Molecular Weight: 621.80 g/mol
• Exact Mass: 621.36655297 g/mol
• Topological Polar Surface Area (TPSA): 117.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.99
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• (2S)-1-[(1R,2S,13S,16S,17S,19R,20R,22S,25S,27S)-16-hydroxy-1,2,24,24-tetramethyl-22-(2-methylprop-1-enyl)-18,21,23,26-tetraoxa-4-azaoctacyclo[14.13.0.02,13.03,11.05,10.017,19.017,27.020,25]nonacosa-3(11),5(10),6,8-tetraen-7-yl]-3-methylbutane-2,3-diol
• (2S)-1-((1R,2S,13S,16S,17S,19R,20R,22S,25S,27S)-16-hydroxy-1,2,24,24-tetramethyl-22-(2-methylprop-1-enyl)-18,21,23,26-tetraoxa-4-azaoctacyclo(14.13.0.02,13.03,11.05,10.017,19.017,27.020,25)nonacosa-3(11),5(10),6,8-tetraen-7-yl)-3-methylbutane-2,3-diol
• RefChem:190327
• CHEMBL4475400
• CHEBI:223069

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9551	95.51%
Caco-2	-	0.8141	81.41%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Nucleus	0.4033	40.33%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8320	83.20%
OATP1B3 inhibitior	+	0.9237	92.37%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9625	96.25%
P-glycoprotein inhibitior	+	0.7711	77.11%
P-glycoprotein substrate	+	0.7723	77.23%
CYP3A4 substrate	+	0.7223	72.23%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8029	80.29%
CYP3A4 inhibition	-	0.7845	78.45%
CYP2C9 inhibition	-	0.8024	80.24%
CYP2C19 inhibition	-	0.7874	78.74%
CYP2D6 inhibition	-	0.9073	90.73%
CYP1A2 inhibition	+	0.5473	54.73%
CYP2C8 inhibition	+	0.7657	76.57%
CYP inhibitory promiscuity	-	0.7675	76.75%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5466	54.66%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9204	92.04%
Skin irritation	-	0.7100	71.00%
Skin corrosion	-	0.9225	92.25%
Ames mutagenesis	-	0.5570	55.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3754	37.54%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8032	80.32%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8050	80.50%
Acute Oral Toxicity (c)	III	0.5251	52.51%
Estrogen receptor binding	+	0.7784	77.84%
Androgen receptor binding	+	0.7701	77.01%
Thyroid receptor binding	+	0.5634	56.34%
Glucocorticoid receptor binding	+	0.7853	78.53%
Aromatase binding	+	0.7654	76.54%
PPAR gamma	+	0.7170	71.70%
Honey bee toxicity	-	0.7121	71.21%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9851	98.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.20%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	98.47%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.21%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.17%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.49%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.29%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.76%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	93.90%	85.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.15%	89.00%
CHEMBL233	P35372	Mu opioid receptor	92.71%	97.93%
CHEMBL1902	P62942	FK506-binding protein 1A	92.42%	97.05%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	92.06%	97.31%
CHEMBL3922	P50579	Methionine aminopeptidase 2	90.71%	97.28%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.42%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.23%	95.56%
CHEMBL2000	P03952	Plasma kallikrein	87.78%	93.92%
CHEMBL255	P29275	Adenosine A2b receptor	87.58%	98.59%
CHEMBL226	P30542	Adenosine A1 receptor	86.66%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.84%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.47%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.30%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.20%	92.62%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.69%	97.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.50%	94.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.27%	94.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.25%	91.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.19%	86.33%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	82.03%	95.00%
CHEMBL2535	P11166	Glucose transporter	80.91%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.58%	85.14%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.05%	88.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145720795
• LOTUS: LTS0253210
• wikiData: Q105156563