Lydiamycin B

Details

• Internal ID: f874be55-f3f8-43b4-b9dc-d2c3136a6c64
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 2-[2-[3-[[(3S,6R,9S,13R,15R)-15-hydroxy-3-methyl-6-(2-methylpropyl)-2,5,8,12-tetraoxo-11-oxa-1,4,7,17-tetrazabicyclo[11.4.0]heptadecan-9-yl]carbamoyl]-4,5-dihydro-3H-pyridazin-2-yl]-2-oxoethyl]heptanoic acid
• SMILES (Canonical): CCCCCC(CC(=O)N1C(CCC=N1)C(=O)NC2COC(=O)C3CC(CNN3C(=O)C(NC(=O)C(NC2=O)CC(C)C)C)O)C(=O)O
• SMILES (Isomeric): CCCCCC(CC(=O)N1C(CCC=N1)C(=O)N[C@H]2COC(=O)[C@H]3C[C@H](CNN3C(=O)[C@@H](NC(=O)[C@H](NC2=O)CC(C)C)C)O)C(=O)O
• InChI: InChI=1S/C31H49N7O10/c1-5-6-7-9-19(30(45)46)13-25(40)37-23(10-8-11-32-37)28(43)36-22-16-48-31(47)24-14-20(39)15-33-38(24)29(44)18(4)34-26(41)21(12-17(2)3)35-27(22)42/h11,17-24,33,39H,5-10,12-16H2,1-4H3,(H,34,41)(H,35,42)(H,36,43)(H,45,46)/t18-,19?,20+,21+,22-,23?,24+/m0/s1
• InChI Key: KHOLPVDDEDKHJE-YKGAZLOOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₉N₇O₁₀
• Molecular Weight: 679.80 g/mol
• Exact Mass: 679.35409079 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -0.82
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

• 2-[2-[3-[[(3S,6R,9S,13R,15R)-15-Hydroxy-3-methyl-6-(2-methylpropyl)-2,5,8,12-tetraoxo-11-oxa-1,4,7,17-tetrazabicyclo[11.4.0]heptadecan-9-yl]carbamoyl]-4,5-dihydro-3H-pyridazin-2-yl]-2-oxoethyl]heptanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5467	54.67%
Caco-2	-	0.8545	85.45%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4853	48.53%
OATP2B1 inhibitior	+	0.5644	56.44%
OATP1B1 inhibitior	+	0.8234	82.34%
OATP1B3 inhibitior	+	0.9195	91.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7834	78.34%
P-glycoprotein inhibitior	+	0.7154	71.54%
P-glycoprotein substrate	+	0.8580	85.80%
CYP3A4 substrate	+	0.7176	71.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8440	84.40%
CYP3A4 inhibition	-	0.7702	77.02%
CYP2C9 inhibition	-	0.7963	79.63%
CYP2C19 inhibition	-	0.7893	78.93%
CYP2D6 inhibition	-	0.8506	85.06%
CYP1A2 inhibition	-	0.8962	89.62%
CYP2C8 inhibition	+	0.6718	67.18%
CYP inhibitory promiscuity	-	0.9636	96.36%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5691	56.91%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.9154	91.54%
Skin irritation	-	0.7641	76.41%
Skin corrosion	-	0.9238	92.38%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7658	76.58%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8317	83.17%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5658	56.58%
Acute Oral Toxicity (c)	III	0.6212	62.12%
Estrogen receptor binding	+	0.8034	80.34%
Androgen receptor binding	+	0.7331	73.31%
Thyroid receptor binding	+	0.5518	55.18%
Glucocorticoid receptor binding	+	0.6223	62.23%
Aromatase binding	+	0.6717	67.17%
PPAR gamma	+	0.6765	67.65%
Honey bee toxicity	-	0.7629	76.29%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6160	61.60%
Fish aquatic toxicity	+	0.8686	86.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.28%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.38%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.52%	96.09%
CHEMBL4588	P22894	Matrix metalloproteinase 8	96.13%	94.66%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.25%	93.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	95.04%	90.93%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	93.29%	88.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.25%	99.17%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.26%	97.64%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.15%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.11%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.37%	90.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.25%	90.08%
CHEMBL332	P03956	Matrix metalloproteinase-1	90.91%	94.50%
CHEMBL4040	P28482	MAP kinase ERK2	90.50%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.01%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.99%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.08%	96.90%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	86.98%	97.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.42%	82.69%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.66%	100.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.35%	98.33%
CHEMBL5255	O00206	Toll-like receptor 4	85.05%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.60%	89.00%
CHEMBL230	P35354	Cyclooxygenase-2	84.47%	89.63%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.00%	93.00%
CHEMBL321	P14780	Matrix metalloproteinase 9	83.39%	92.12%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.22%	100.00%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	82.90%	96.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.16%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.88%	94.45%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.67%	97.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.04%	91.11%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.34%	92.88%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	80.13%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11714522
• LOTUS: LTS0107260
• wikiData: Q75058584