Fusaricidin D

Details

• Internal ID: a4bb6af9-3aa4-4f2f-902a-357b309b7820
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: N-[(3R,6R,9R,15R,18S)-6-(3-amino-3-oxopropyl)-9-[(1S)-1-hydroxyethyl]-12-[(4-hydroxyphenyl)methyl]-3,19-dimethyl-2,5,8,11,14,17-hexaoxo-15-propan-2-yl-1-oxa-4,7,10,13,16-pentazacyclononadec-18-yl]-15-(diaminomethylideneamino)-3-hydroxypentadecanamide
• SMILES (Canonical): CC1C(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O1)C)CCC(=O)N)C(C)O)CC2=CC=C(C=C2)O)C(C)C)NC(=O)CC(CCCCCCCCCCCCN=C(N)N)O
• SMILES (Isomeric): C[C@@H]1C(=O)OC([C@@H](C(=O)N[C@@H](C(=O)NC(C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N1)CCC(=O)N)[C@H](C)O)CC2=CC=C(C=C2)O)C(C)C)NC(=O)CC(CCCCCCCCCCCCN=C(N)N)O)C
• InChI: InChI=1S/C46H76N10O12/c1-26(2)37-42(64)53-34(24-30-17-19-31(58)20-18-30)41(63)56-38(28(4)57)43(65)52-33(21-22-35(47)60)40(62)51-27(3)45(67)68-29(5)39(44(66)55-37)54-36(61)25-32(59)16-14-12-10-8-6-7-9-11-13-15-23-50-46(48)49/h17-20,26-29,32-34,37-39,57-59H,6-16,21-25H2,1-5H3,(H2,47,60)(H,51,62)(H,52,65)(H,53,64)(H,54,61)(H,55,66)(H,56,63)(H4,48,49,50)/t27-,28+,29?,32?,33-,34?,37-,38-,39+/m1/s1
• InChI Key: HCNCOYXCNMBDQH-VUSFZIELSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₆N₁₀O₁₂
• Molecular Weight: 961.20 g/mol
• Exact Mass: 960.56441790 g/mol
• Topological Polar Surface Area (TPSA): 369.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): -0.57
• H-Bond Acceptor: 13
• H-Bond Donor: 12
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5183	51.83%
Caco-2	-	0.8630	86.30%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6812	68.12%
OATP2B1 inhibitior	-	0.7172	71.72%
OATP1B1 inhibitior	+	0.8141	81.41%
OATP1B3 inhibitior	+	0.9328	93.28%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9697	96.97%
P-glycoprotein inhibitior	+	0.7385	73.85%
P-glycoprotein substrate	+	0.8701	87.01%
CYP3A4 substrate	+	0.7015	70.15%
CYP2C9 substrate	-	0.6189	61.89%
CYP2D6 substrate	-	0.8145	81.45%
CYP3A4 inhibition	-	0.8735	87.35%
CYP2C9 inhibition	-	0.9202	92.02%
CYP2C19 inhibition	-	0.8902	89.02%
CYP2D6 inhibition	-	0.9170	91.70%
CYP1A2 inhibition	-	0.8907	89.07%
CYP2C8 inhibition	+	0.7146	71.46%
CYP inhibitory promiscuity	-	0.9887	98.87%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6284	62.84%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9010	90.10%
Skin irritation	-	0.7774	77.74%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6448	64.48%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.8386	83.86%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5516	55.16%
Acute Oral Toxicity (c)	III	0.6084	60.84%
Estrogen receptor binding	+	0.8026	80.26%
Androgen receptor binding	+	0.7131	71.31%
Thyroid receptor binding	+	0.5414	54.14%
Glucocorticoid receptor binding	+	0.5949	59.49%
Aromatase binding	+	0.6635	66.35%
PPAR gamma	+	0.7488	74.88%
Honey bee toxicity	-	0.7354	73.54%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5524	55.24%
Fish aquatic toxicity	-	0.4156	41.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.23%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.60%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.20%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.43%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.33%	99.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	94.69%	93.10%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.72%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	91.04%	83.82%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.49%	90.08%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	90.42%	83.10%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.62%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.41%	97.09%
CHEMBL1949	P62937	Cyclophilin A	87.77%	98.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.65%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.21%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.67%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	86.54%	94.75%
CHEMBL3038469	P24941	CDK2/Cyclin A	86.52%	91.38%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.33%	98.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.52%	95.89%
CHEMBL2514	O95665	Neurotensin receptor 2	85.19%	100.00%
CHEMBL2535	P11166	Glucose transporter	84.40%	98.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.23%	92.88%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.65%	96.90%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.35%	89.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.28%	85.14%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.20%	97.29%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.73%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.18%	89.00%
CHEMBL236	P41143	Delta opioid receptor	80.09%	99.35%

Plants that contains it

• Garcinia hanburyi

Cross-Links

• PubChem: 139586203
• LOTUS: LTS0011477
• wikiData: Q105343036