Nikkomycin OZ

Details

• Internal ID: 5926f738-f6a7-48ea-9e77-289557b69a08
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2R)-2-[[(2S,4S)-2-amino-4-hydroxy-4-(5-hydroxypyridin-2-yl)butanoyl]amino]-2-[(2S,3S,4S,5S)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]acetic acid
• SMILES (Canonical): C1=CC(=NC=C1O)C(CC(C(=O)NC(C2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)C(=O)O)N)O
• SMILES (Isomeric): C1=CC(=NC=C1O)[C@H](C[C@@H](C(=O)N[C@H]([C@H]2[C@H]([C@@H]([C@H](O2)N3C=CC(=O)NC3=O)O)O)C(=O)O)N)O
• InChI: InChI=1S/C19H23N5O10/c20-8(5-10(26)9-2-1-7(25)6-21-9)16(30)23-12(18(31)32)15-13(28)14(29)17(34-15)24-4-3-11(27)22-19(24)33/h1-4,6,8,10,12-15,17,25-26,28-29H,5,20H2,(H,23,30)(H,31,32)(H,22,27,33)/t8-,10-,12+,13-,14-,15-,17-/m0/s1
• InChI Key: JNPHRKZORNZRLD-UFSANBPOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₃N₅O₁₀
• Molecular Weight: 481.40 g/mol
• Exact Mass: 481.14449195 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -6.00
• Atomic LogP (AlogP): -3.72
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

• (2R)-2-[[(2S,4S)-2-amino-4-hydroxy-4-(5-hydroxypyridin-2-yl)butanoyl]amino]-2-[(2S,3S,4S,5S)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]acetic acid
• (2R)-2-(((2S,4S)-2-amino-1,4-dihydroxy-4-(5-hydroxypyridin-2-yl)butylidene)amino)-2-((2S,3S,4S,5S)-3,4-dihydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl)acetate
• (2R)-2-(((2S,4S)-2-amino-4-hydroxy-4-(5-hydroxypyridin-2-yl)butanoyl)amino)-2-((2S,3S,4S,5S)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl)acetic acid
• (2R)-2-{[(2S,4S)-2-amino-1,4-dihydroxy-4-(5-hydroxypyridin-2-yl)butylidene]amino}-2-[(2S,3S,4S,5S)-3,4-dihydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]acetate
• RefChem:165915
• 95259-47-5
• CHEBI:222694

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5111	51.11%
Caco-2	-	0.8973	89.73%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Nucleus	0.6408	64.08%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.8983	89.83%
OATP1B3 inhibitior	+	0.9391	93.91%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9567	95.67%
BSEP inhibitior	-	0.8481	84.81%
P-glycoprotein inhibitior	-	0.5452	54.52%
P-glycoprotein substrate	+	0.5315	53.15%
CYP3A4 substrate	+	0.6336	63.36%
CYP2C9 substrate	-	0.5986	59.86%
CYP2D6 substrate	-	0.8492	84.92%
CYP3A4 inhibition	-	0.8753	87.53%
CYP2C9 inhibition	-	0.9131	91.31%
CYP2C19 inhibition	-	0.9161	91.61%
CYP2D6 inhibition	-	0.8626	86.26%
CYP1A2 inhibition	-	0.9285	92.85%
CYP2C8 inhibition	+	0.6124	61.24%
CYP inhibitory promiscuity	-	0.9514	95.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5253	52.53%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9622	96.22%
Skin irritation	-	0.8016	80.16%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.5478	54.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.6385	63.85%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	+	0.6407	64.07%
skin sensitisation	-	0.8910	89.10%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6976	69.76%
Acute Oral Toxicity (c)	III	0.6521	65.21%
Estrogen receptor binding	+	0.5890	58.90%
Androgen receptor binding	+	0.6123	61.23%
Thyroid receptor binding	-	0.5988	59.88%
Glucocorticoid receptor binding	-	0.5237	52.37%
Aromatase binding	-	0.5130	51.30%
PPAR gamma	-	0.5100	51.00%
Honey bee toxicity	-	0.8313	83.13%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.5924	59.24%

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	98.23%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.70%	98.95%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	96.96%	92.29%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.88%	94.45%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	93.40%	93.10%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.82%	95.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.08%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.29%	91.11%
CHEMBL3437	Q16853	Amine oxidase, copper containing	89.23%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.37%	99.15%
CHEMBL2535	P11166	Glucose transporter	88.30%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.91%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	87.20%	95.93%
CHEMBL3384	Q16512	Protein kinase N1	86.00%	80.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.76%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.03%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.68%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.70%	89.00%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	83.47%	82.86%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.86%	99.23%
CHEMBL255	P29275	Adenosine A2b receptor	82.73%	98.59%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.73%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.46%	93.56%
CHEMBL1781	P11387	DNA topoisomerase I	81.85%	97.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.75%	95.56%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	81.14%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.60%	94.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589029
• LOTUS: LTS0040389
• wikiData: Q105132044