Nosokomycin B

Details

• Internal ID: d7e14a8b-762e-47bd-b368-b77a60d8bf9c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R)-3-[[(2R,3R,4R,5S,6S)-3-[(2S,3R,4R,5S,6R)-3-acetamido-5-[(2S,3R,4R,5S,6R)-3-acetamido-5-[(2R,3R,4S,5S,6S)-6-carbamoyl-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-6-carbamoyl-4-carbamoyloxy-5-hydroxy-5-methyloxan-2-yl]oxy-hydroxyphosphoryl]oxy-2-[(2Z,5E,13E)-3,8,8,14,18-pentamethyl-11-methylidenenonadeca-2,5,13,17-tetraenoxy]propanoic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)NC(=O)C)OC3C(C(C(OC3OP(=O)(O)OCC(C(=O)O)OCC=C(C)CC=CCC(C)(C)CCC(=C)CC=C(C)CCC=C(C)C)C(=O)N)(C)O)OC(=O)N)COC4C(C(C(C(O4)CO)O)O)O)NC(=O)C)O)OC5C(C(C(C(O5)C(=O)N)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)NC(=O)C)O[C@@H]3[C@H]([C@]([C@H](O[C@@H]3OP(=O)(O)OC[C@H](C(=O)O)OC/C=C(/C)\C/C=C/CC(C)(C)CCC(=C)C/C=C(\C)/CCC=C(C)C)C(=O)N)(C)O)OC(=O)N)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)NC(=O)C)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)N)O)O)O
• InChI: InChI=1S/C64H104N5O32P/c1-28(2)15-14-17-29(3)18-19-31(5)20-23-63(9,10)22-13-12-16-30(4)21-24-89-37(56(83)84)27-91-102(87,88)101-61-51(52(100-62(67)85)64(11,86)53(99-61)55(66)82)98-58-39(69-34(8)72)42(75)49(36(94-58)26-90-59-46(79)43(76)40(73)35(25-70)93-59)96-57-38(68-33(7)71)41(74)48(32(6)92-57)95-60-47(80)44(77)45(78)50(97-60)54(65)81/h12-13,15,18,21,32,35-53,57-61,70,73-80,86H,5,14,16-17,19-20,22-27H2,1-4,6-11H3,(H2,65,81)(H2,66,82)(H2,67,85)(H,68,71)(H,69,72)(H,83,84)(H,87,88)/b13-12+,29-18+,30-21-/t32-,35-,36-,37-,38-,39-,40-,41-,42-,43+,44+,45+,46-,47-,48-,49-,50+,51-,52-,53-,57+,58+,59-,60-,61-,64+/m1/s1
• InChI Key: TYUZCHWUMDBFJO-OQDLKAIYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₄H₁₀₄N₅O₃₂P
• Molecular Weight: 1486.50 g/mol
• Exact Mass: 1485.6402032 g/mol
• Topological Polar Surface Area (TPSA): 584.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -2.79
• H-Bond Acceptor: 30
• H-Bond Donor: 17
• Rotatable Bonds: 36

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7507	75.07%
Caco-2	-	0.8582	85.82%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6635	66.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8002	80.02%
OATP1B3 inhibitior	+	0.9277	92.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8526	85.26%
BSEP inhibitior	+	0.9399	93.99%
P-glycoprotein inhibitior	+	0.7423	74.23%
P-glycoprotein substrate	+	0.8174	81.74%
CYP3A4 substrate	+	0.7548	75.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8627	86.27%
CYP3A4 inhibition	-	0.6137	61.37%
CYP2C9 inhibition	-	0.7721	77.21%
CYP2C19 inhibition	-	0.7299	72.99%
CYP2D6 inhibition	-	0.8853	88.53%
CYP1A2 inhibition	-	0.7800	78.00%
CYP2C8 inhibition	+	0.8263	82.63%
CYP inhibitory promiscuity	-	0.8989	89.89%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5240	52.40%
Eye corrosion	-	0.9780	97.80%
Eye irritation	-	0.8959	89.59%
Skin irritation	-	0.7535	75.35%
Skin corrosion	-	0.9139	91.39%
Ames mutagenesis	+	0.5346	53.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7308	73.08%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5825	58.25%
skin sensitisation	-	0.8219	82.19%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7289	72.89%
Acute Oral Toxicity (c)	III	0.5902	59.02%
Estrogen receptor binding	-	0.4754	47.54%
Androgen receptor binding	+	0.7388	73.88%
Thyroid receptor binding	+	0.7432	74.32%
Glucocorticoid receptor binding	+	0.8165	81.65%
Aromatase binding	+	0.7504	75.04%
PPAR gamma	+	0.8106	81.06%
Honey bee toxicity	-	0.5754	57.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9828	98.28%

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	98.91%	91.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	98.88%	87.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.79%	85.14%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	96.39%	81.11%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	96.19%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.43%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	95.30%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.71%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.22%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.95%	96.47%
CHEMBL2581	P07339	Cathepsin D	93.70%	98.95%
CHEMBL233	P35372	Mu opioid receptor	92.58%	97.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.39%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	91.63%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	91.53%	89.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.68%	89.34%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.90%	96.61%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.34%	97.36%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.96%	95.58%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.52%	91.24%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.47%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.24%	94.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.86%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.37%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.09%	96.21%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.99%	82.50%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	83.94%	92.29%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.86%	95.83%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.78%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.08%	94.45%
CHEMBL4581	P52732	Kinesin-like protein 1	82.92%	93.18%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.66%	99.23%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.63%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.98%	97.47%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	81.80%	93.85%
CHEMBL2474	P53582	Methionine aminopeptidase 1	81.76%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	81.73%	92.50%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.71%	92.78%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.61%	92.32%
CHEMBL4015	P41597	C-C chemokine receptor type 2	81.53%	98.57%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	81.00%	97.88%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	80.85%	96.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.72%	95.50%
CHEMBL5028	O14672	ADAM10	80.14%	97.50%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	80.12%	95.52%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102041021
• LOTUS: LTS0109887
• wikiData: Q105267747