Lincomycin B

Details

• Internal ID: a313050e-a249-4025-b01e-1d68ff77b364
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Proline and derivatives
• IUPAC Name: 4-ethyl-N-[2-hydroxy-1-(3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl)propyl]-1-methylpyrrolidine-2-carboxamide
• SMILES (Canonical): CCC1CC(N(C1)C)C(=O)NC(C2C(C(C(C(O2)SC)O)O)O)C(C)O
• SMILES (Isomeric): CCC1CC(N(C1)C)C(=O)NC(C2C(C(C(C(O2)SC)O)O)O)C(C)O
• InChI: InChI=1S/C17H32N2O6S/c1-5-9-6-10(19(3)7-9)16(24)18-11(8(2)20)15-13(22)12(21)14(23)17(25-15)26-4/h8-15,17,20-23H,5-7H2,1-4H3,(H,18,24)
• InChI Key: DZSDDKNXMARQMJ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₃₂N₂O₆S
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.19810792 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.25
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• DTXSID50875003
• DZSDDKNXMARQMJ-UHFFFAOYSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9510	95.10%
Caco-2	-	0.7837	78.37%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Lysosomes	0.5792	57.92%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9402	94.02%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8615	86.15%
P-glycoprotein inhibitior	-	0.8832	88.32%
P-glycoprotein substrate	+	0.8840	88.40%
CYP3A4 substrate	+	0.6870	68.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7952	79.52%
CYP3A4 inhibition	-	0.9329	93.29%
CYP2C9 inhibition	-	0.9047	90.47%
CYP2C19 inhibition	-	0.9049	90.49%
CYP2D6 inhibition	-	0.9148	91.48%
CYP1A2 inhibition	-	0.9157	91.57%
CYP2C8 inhibition	-	0.9769	97.69%
CYP inhibitory promiscuity	-	0.9530	95.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6359	63.59%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9897	98.97%
Skin irritation	-	0.7513	75.13%
Skin corrosion	-	0.9173	91.73%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7820	78.20%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8514	85.14%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.6314	63.14%
Acute Oral Toxicity (c)	III	0.7363	73.63%
Estrogen receptor binding	+	0.5409	54.09%
Androgen receptor binding	-	0.7935	79.35%
Thyroid receptor binding	+	0.6081	60.81%
Glucocorticoid receptor binding	-	0.8060	80.60%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5127	51.27%
Honey bee toxicity	-	0.7684	76.84%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	-	0.4330	43.30%

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	98.25%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.28%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.77%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	95.60%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	94.95%	90.17%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.09%	95.58%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.57%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.98%	97.21%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	90.91%	98.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	90.89%	95.71%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	90.68%	92.29%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.46%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.43%	93.56%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	89.71%	97.50%
CHEMBL2094135	Q96BI3	Gamma-secretase	89.67%	98.05%
CHEMBL255	P29275	Adenosine A2b receptor	88.94%	98.59%
CHEMBL4588	P22894	Matrix metalloproteinase 8	88.51%	94.66%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.25%	89.50%
CHEMBL4208	P20618	Proteasome component C5	88.18%	90.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.94%	92.86%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.46%	93.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.27%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.58%	97.14%
CHEMBL2514	O95665	Neurotensin receptor 2	86.42%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.33%	85.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.11%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.73%	99.17%
CHEMBL321	P14780	Matrix metalloproteinase 9	85.73%	92.12%
CHEMBL220	P22303	Acetylcholinesterase	85.65%	94.45%
CHEMBL274	P51681	C-C chemokine receptor type 5	85.26%	98.77%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	84.72%	92.38%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.66%	96.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.95%	96.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.99%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.73%	92.50%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.73%	98.46%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.62%	95.36%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.92%	95.17%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	81.07%	99.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.03%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	80.77%	95.93%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.43%	96.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.28%	94.33%

Plants that contains it

• Mukdenia rossii
• Sandoricum koetjape
• Tripterygium doianum
• Tripterygium wilfordii

Cross-Links

• PubChem: 3081983
• LOTUS: LTS0183573
• wikiData: Q105137375