Amycolamicin

Details

• Internal ID: bb1f41f7-1131-4447-837c-e5d404e9c333
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(2R,3R,4R,5R,6S)-2-[(5S)-3-[[(1S,2S,4aR,5R,8aS)-5-[(2R,4R,5R,6R)-4-[(1S)-1-[(3,4-dichloro-5-methyl-1H-pyrrole-2-carbonyl)amino]ethyl]-4,5-dihydroxy-6-methyloxan-2-yl]oxy-2-methyl-8-methylidene-2,4a,5,6,7,8a-hexahydro-1H-naphthalen-1-yl]-hydroxymethylidene]-2,4-dioxo-5-propan-2-ylpyrrolidin-1-yl]-5-carbamoyloxy-3-methoxy-6-methyloxan-4-yl] acetate
• SMILES (Canonical): CC1C=CC2C(CCC(=C)C2C1C(=C3C(=O)C(N(C3=O)C4C(C(C(C(O4)C)OC(=O)N)OC(=O)C)OC)C(C)C)O)OC5CC(C(C(O5)C)O)(C(C)NC(=O)C6=C(C(=C(N6)C)Cl)Cl)O
• SMILES (Isomeric): C[C@H]1C=C[C@H]2[C@@H](CCC(=C)[C@@H]2[C@H]1C(=C3C(=O)[C@@H](N(C3=O)[C@H]4[C@@H]([C@@H]([C@@H]([C@@H](O4)C)OC(=O)N)OC(=O)C)OC)C(C)C)O)O[C@H]5C[C@]([C@@H]([C@H](O5)C)O)([C@H](C)NC(=O)C6=C(C(=C(N6)C)Cl)Cl)O
• InChI: InChI=1S/C44H60Cl2N4O14/c1-16(2)33-35(53)29(41(56)50(33)42-38(59-10)37(62-23(9)51)36(20(6)61-42)64-43(47)57)34(52)28-18(4)11-13-24-25(14-12-17(3)27(24)28)63-26-15-44(58,39(54)21(7)60-26)22(8)49-40(55)32-31(46)30(45)19(5)48-32/h11,13,16,18,20-22,24-28,33,36-39,42,48,52,54,58H,3,12,14-15H2,1-2,4-10H3,(H2,47,57)(H,49,55)/t18-,20-,21+,22-,24-,25+,26-,27-,28-,33-,36+,37+,38+,39+,42+,44+/m0/s1
• InChI Key: IKNUYGJLHHAVHT-FHIRBROQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₀Cl₂N₄O₁₄
• Molecular Weight: 939.90 g/mol
• Exact Mass: 938.3483080 g/mol
• Topological Polar Surface Area (TPSA): 259.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.17
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

• RefChem:915779
• CHEBI:223974
• [(2R,3R,4R,5R,6S)-2-[(5S)-3-[[(1S,2S,4aR,5R,8aS)-5-[(2R,4R,5R,6R)-4-[(1S)-1-[(3,4-dichloro-5-methyl-1H-pyrrole-2-carbonyl)amino]ethyl]-4,5-dihydroxy-6-methyloxan-2-yl]oxy-2-methyl-8-methylidene-2,4a,5,6,7,8a-hexahydro-1H-naphthalen-1-yl]-hydroxymethylidene]-2,4-dioxo-5-propan-2-ylpyrrolidin-1-yl]-5-carbamoyloxy-3-methoxy-6-methyloxan-4-yl] acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9512	95.12%
Caco-2	-	0.8615	86.15%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Lysosomes	0.4921	49.21%
OATP2B1 inhibitior	-	0.7202	72.02%
OATP1B1 inhibitior	+	0.8219	82.19%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.9046	90.46%
OCT2 inhibitior	-	0.8133	81.33%
BSEP inhibitior	+	0.9269	92.69%
P-glycoprotein inhibitior	+	0.7491	74.91%
P-glycoprotein substrate	+	0.7987	79.87%
CYP3A4 substrate	+	0.7475	74.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8627	86.27%
CYP3A4 inhibition	-	0.5800	58.00%
CYP2C9 inhibition	-	0.7063	70.63%
CYP2C19 inhibition	-	0.6386	63.86%
CYP2D6 inhibition	-	0.8683	86.83%
CYP1A2 inhibition	-	0.7386	73.86%
CYP2C8 inhibition	+	0.7220	72.20%
CYP inhibitory promiscuity	-	0.8062	80.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7738	77.38%
Carcinogenicity (trinary)	Non-required	0.4627	46.27%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.9029	90.29%
Skin irritation	-	0.7594	75.94%
Skin corrosion	-	0.9155	91.55%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6451	64.51%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.6176	61.76%
skin sensitisation	-	0.8360	83.60%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8185	81.85%
Acute Oral Toxicity (c)	III	0.5871	58.71%
Estrogen receptor binding	+	0.8079	80.79%
Androgen receptor binding	+	0.7335	73.35%
Thyroid receptor binding	+	0.6111	61.11%
Glucocorticoid receptor binding	+	0.7324	73.24%
Aromatase binding	+	0.6633	66.33%
PPAR gamma	+	0.7935	79.35%
Honey bee toxicity	-	0.6682	66.82%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9792	97.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.89%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.97%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.10%	83.82%
CHEMBL2581	P07339	Cathepsin D	94.29%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.60%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.55%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	92.01%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.74%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.38%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.78%	85.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.04%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	89.15%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.12%	96.77%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.17%	89.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.07%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.37%	100.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.57%	85.00%
CHEMBL3384	Q16512	Protein kinase N1	83.96%	80.71%
CHEMBL5028	O14672	ADAM10	83.27%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.19%	96.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.12%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.45%	97.28%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.36%	99.23%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.15%	91.03%
CHEMBL3401	O75469	Pregnane X receptor	81.14%	94.73%
CHEMBL4208	P20618	Proteasome component C5	80.95%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.31%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587757
• LOTUS: LTS0222864
• wikiData: Q77573326