Azalomycin f4a

Details

• Internal ID: 6aa5c367-ad30-49e3-ac1c-ea1ae37a3f76
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: 3-[[(1R,3S,5R,7R,9S,10E,12E,14R,15S,18E,20E,22S,23S,25S,26S,27R,30S,31S,33R,34S,35R)-5,7,9,23,25,27,31,33,34,35-decahydroxy-10,14,18,22,26,30-hexamethyl-15-[(E,2S)-10-[(N'-methylcarbamimidoyl)amino]dec-6-en-2-yl]-17-oxo-16,37-dioxabicyclo[31.3.1]heptatriaconta-10,12,18,20-tetraen-3-yl]oxy]-3-oxopropanoic acid
• SMILES (Canonical): CC1CCC(C(C(CC(C(C=CC=C(C(=O)OC(C(C=CC=C(C(CC(CC(CC(CC2CC(C(C(O2)(CC1O)O)O)O)OC(=O)CC(=O)O)O)O)O)C)C)C(C)CCCC=CCCCNC(=NC)N)C)C)O)O)C)O
• SMILES (Isomeric): C[C@H]1CC[C@H]([C@@H]([C@H](C[C@@H]([C@H](/C=C/C=C(/C(=O)O[C@H]([C@@H](/C=C/C=C(/[C@H](C[C@@H](C[C@H](C[C@@H](C[C@H]2C[C@H]([C@@H]([C@](O2)(C[C@@H]1O)O)O)O)OC(=O)CC(=O)O)O)O)O)\C)C)[C@@H](C)CCC/C=C/CCCNC(=NC)N)\C)C)O)O)C)O
• InChI: InChI=1S/C56H95N3O17/c1-33-18-15-20-37(5)52(36(4)17-13-11-9-10-12-14-24-59-55(57)58-8)75-54(72)38(6)21-16-19-34(2)46(64)30-47(65)39(7)44(62)23-22-35(3)49(67)32-56(73)53(71)48(66)29-43(76-56)28-42(74-51(70)31-50(68)69)26-40(60)25-41(61)27-45(33)63/h9-10,15-16,18-21,34-37,39-49,52-53,60-67,71,73H,11-14,17,22-32H2,1-8H3,(H,68,69)(H3,57,58,59)/b10-9+,19-16+,20-15+,33-18+,38-21+/t34-,35-,36-,37+,39-,40+,41+,42-,43-,44+,45-,46-,47-,48+,49-,52-,53-,56+/m0/s1
• InChI Key: BQEFTEXUBGKSRY-OQEYWIFFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₅N₃O₁₇
• Molecular Weight: 1082.40 g/mol
• Exact Mass: 1081.66614857 g/mol
• Topological Polar Surface Area (TPSA): 352.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.37
• H-Bond Acceptor: 17
• H-Bond Donor: 13
• Rotatable Bonds: 12

Synonyms

• ZY76Y7GSF2
• Azalomycin F4
• 81545-42-8
• UNII-ZY76Y7GSF2
• Q27295944

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7330	73.30%
Caco-2	-	0.8619	86.19%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5557	55.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8127	81.27%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9777	97.77%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	+	0.8564	85.64%
CYP3A4 substrate	+	0.7403	74.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8822	88.22%
CYP3A4 inhibition	-	0.9337	93.37%
CYP2C9 inhibition	-	0.8198	81.98%
CYP2C19 inhibition	-	0.8103	81.03%
CYP2D6 inhibition	-	0.8852	88.52%
CYP1A2 inhibition	-	0.7953	79.53%
CYP2C8 inhibition	+	0.7994	79.94%
CYP inhibitory promiscuity	-	0.9902	99.02%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5881	58.81%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.8996	89.96%
Skin irritation	-	0.7307	73.07%
Skin corrosion	-	0.9167	91.67%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7524	75.24%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8073	80.73%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7771	77.71%
Acute Oral Toxicity (c)	III	0.5712	57.12%
Estrogen receptor binding	+	0.7954	79.54%
Androgen receptor binding	+	0.6675	66.75%
Thyroid receptor binding	+	0.6308	63.08%
Glucocorticoid receptor binding	+	0.7773	77.73%
Aromatase binding	+	0.5409	54.09%
PPAR gamma	+	0.8254	82.54%
Honey bee toxicity	-	0.6413	64.13%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.3898	38.98%

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	99.69%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.53%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.28%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.37%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.01%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.81%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	94.09%	89.63%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.28%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.66%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.00%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.11%	99.23%
CHEMBL261	P00915	Carbonic anhydrase I	90.91%	96.76%
CHEMBL3401	O75469	Pregnane X receptor	88.89%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.78%	91.07%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.73%	94.08%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.04%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	87.92%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.91%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.56%	93.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.29%	94.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.25%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.69%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	85.82%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.56%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.68%	86.33%
CHEMBL5028	O14672	ADAM10	83.35%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.17%	94.45%
CHEMBL4581	P52732	Kinesin-like protein 1	82.51%	93.18%
CHEMBL2514	O95665	Neurotensin receptor 2	82.42%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.94%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.85%	96.90%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.20%	92.32%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 76963406
• LOTUS: LTS0013367
• wikiData: Q27295944