Nikkomycin B

Details

• Internal ID: c8709302-ee25-408f-84b6-ef1fe0c8b38e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: 2-[[2-amino-4-hydroxy-4-(4-hydroxyphenyl)-3-methylbutanoyl]amino]-2-[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]acetic acid
• InChI: InChI=1S/C21H26N4O10/c1-8(14(28)9-2-4-10(26)5-3-9)12(22)18(31)24-13(20(32)33)17-15(29)16(30)19(35-17)25-7-6-11(27)23-21(25)34/h2-8,12-17,19,26,28-30H,22H2,1H3,(H,24,31)(H,32,33)(H,23,27,34)
• InChI Key: LQZKMASBFQOGJR-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆N₄O₁₀
• Molecular Weight: 494.50 g/mol
• Exact Mass: 494.16489304 g/mol
• Topological Polar Surface Area (TPSA): 232.00 Ų
• XlogP: -4.50
• Atomic LogP (AlogP): -2.87
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

• 74342-20-4
• 2-[[2-amino-4-hydroxy-4-(4-hydroxyphenyl)-3-methylbutanoyl]amino]-2-[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]acetic acid
• DTXSID50995876
• beta-D-Allofuranuronic acid, 5-((2-amino-4-hydroxy-4-(4-hydroxyphenyl)-3-methyl-1-oxobutyl)amino)-1,5-dideoxy-1-(3,4-dihydro-2,4-dioxo-1(2H)pyrimidinyl)-, (2S-(2R*,3R*,4R*))-
• 1-(5-{[2-Amino-1,4-dihydroxy-4-(4-hydroxyphenyl)-3-methylbutylidene]amino}-5-deoxyhexofuranuronosyl)-4-hydroxypyrimidin-2(1H)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6779	67.79%
Caco-2	-	0.8707	87.07%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4724	47.24%
OATP2B1 inhibitior	-	0.8496	84.96%
OATP1B1 inhibitior	+	0.8904	89.04%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8363	83.63%
P-glycoprotein inhibitior	-	0.5732	57.32%
P-glycoprotein substrate	+	0.5927	59.27%
CYP3A4 substrate	+	0.5917	59.17%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8564	85.64%
CYP3A4 inhibition	-	0.7643	76.43%
CYP2C9 inhibition	-	0.8933	89.33%
CYP2C19 inhibition	-	0.8468	84.68%
CYP2D6 inhibition	-	0.8336	83.36%
CYP1A2 inhibition	-	0.8667	86.67%
CYP2C8 inhibition	-	0.7431	74.31%
CYP inhibitory promiscuity	-	0.9518	95.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5652	56.52%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9501	95.01%
Skin irritation	-	0.8055	80.55%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.6878	68.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5885	58.85%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	+	0.7553	75.53%
skin sensitisation	-	0.9033	90.33%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5666	56.66%
Acute Oral Toxicity (c)	III	0.6750	67.50%
Estrogen receptor binding	+	0.5660	56.60%
Androgen receptor binding	+	0.6764	67.64%
Thyroid receptor binding	-	0.5470	54.70%
Glucocorticoid receptor binding	+	0.5527	55.27%
Aromatase binding	-	0.5950	59.50%
PPAR gamma	+	0.5379	53.79%
Honey bee toxicity	-	0.8686	86.86%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.6455	64.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.61%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.19%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.30%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.25%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.54%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	91.05%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.05%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.60%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.27%	91.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.22%	93.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.59%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.97%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.44%	99.23%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	84.96%	83.10%
CHEMBL4208	P20618	Proteasome component C5	84.58%	90.00%
CHEMBL255	P29275	Adenosine A2b receptor	84.05%	98.59%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.01%	93.56%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	83.99%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	83.81%	94.73%
CHEMBL2535	P11166	Glucose transporter	82.47%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.35%	99.17%
CHEMBL220	P22303	Acetylcholinesterase	82.05%	94.45%
CHEMBL3384	Q16512	Protein kinase N1	81.26%	80.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.92%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.90%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.10%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 156814
• LOTUS: LTS0143877
• wikiData: Q82987474