Lydiamycin D

Details

• Internal ID: dc11a2c9-c602-49ae-9537-8b09a8f5ea27
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 6-hydroxy-2-[2-[3-[[(3S,6R,9S,13R)-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): CC1C(=O)N2C(CCCN2)C(=O)OCC(C(=O)NC(C(=O)N1)CC(C)C)NC(=O)C3CCC=NN3C(=O)CC(CCCC(C)O)C(=O)O
• SMILES (Isomeric): C[C@H]1C(=O)N2[C@H](CCCN2)C(=O)OC[C@@H](C(=O)N[C@@H](C(=O)N1)CC(C)C)NC(=O)C3CCC=NN3C(=O)CC(CCCC(C)O)C(=O)O
• InChI: InChI=1S/C31H49N7O10/c1-17(2)14-21-26(41)34-19(4)29(44)38-24(11-7-13-33-38)31(47)48-16-22(27(42)35-21)36-28(43)23-10-6-12-32-37(23)25(40)15-20(30(45)46)9-5-8-18(3)39/h12,17-24,33,39H,5-11,13-16H2,1-4H3,(H,34,41)(H,35,42)(H,36,43)(H,45,46)/t18?,19-,20?,21+,22-,23?,24+/m0/s1
• InChI Key: DKCJEZWCCJBBSP-QWEYXDTLSA-N
• Popularity: 1 reference 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: -2.70
• Atomic LogP (AlogP): -0.82
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7025	70.25%
Caco-2	-	0.8512	85.12%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5094	50.94%
OATP2B1 inhibitior	+	0.5644	56.44%
OATP1B1 inhibitior	+	0.8352	83.52%
OATP1B3 inhibitior	+	0.9213	92.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9004	90.04%
P-glycoprotein inhibitior	+	0.7206	72.06%
P-glycoprotein substrate	+	0.8510	85.10%
CYP3A4 substrate	+	0.7164	71.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8561	85.61%
CYP3A4 inhibition	-	0.7878	78.78%
CYP2C9 inhibition	-	0.8160	81.60%
CYP2C19 inhibition	-	0.8053	80.53%
CYP2D6 inhibition	-	0.8679	86.79%
CYP1A2 inhibition	-	0.9049	90.49%
CYP2C8 inhibition	+	0.6224	62.24%
CYP inhibitory promiscuity	-	0.9683	96.83%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5644	56.44%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.9159	91.59%
Skin irritation	-	0.7617	76.17%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6897	68.97%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5218	52.18%
skin sensitisation	-	0.8294	82.94%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5290	52.90%
Acute Oral Toxicity (c)	III	0.6148	61.48%
Estrogen receptor binding	+	0.8069	80.69%
Androgen receptor binding	+	0.7220	72.20%
Thyroid receptor binding	+	0.5558	55.58%
Glucocorticoid receptor binding	+	0.6213	62.13%
Aromatase binding	+	0.6519	65.19%
PPAR gamma	+	0.6763	67.63%
Honey bee toxicity	-	0.7513	75.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8215	82.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.27%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.32%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.09%	96.09%
CHEMBL4588	P22894	Matrix metalloproteinase 8	94.70%	94.66%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.90%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	93.61%	83.82%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	93.58%	88.42%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.35%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.53%	97.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	92.18%	90.93%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.97%	90.08%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.60%	96.47%
CHEMBL332	P03956	Matrix metalloproteinase-1	90.81%	94.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.67%	90.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.88%	97.64%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.62%	99.23%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	86.27%	95.00%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	86.23%	98.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.93%	99.17%
CHEMBL4073	P09237	Matrix metalloproteinase 7	85.93%	97.56%
CHEMBL5028	O14672	ADAM10	85.50%	97.50%
CHEMBL333	P08253	Matrix metalloproteinase-2	85.44%	96.31%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.38%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.12%	91.11%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.09%	98.05%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.09%	98.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.79%	89.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.77%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.97%	82.69%
CHEMBL321	P14780	Matrix metalloproteinase 9	82.47%	92.12%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.38%	93.00%
CHEMBL3468	P55210	Caspase-7	82.36%	95.68%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.29%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.20%	96.90%
CHEMBL3401	O75469	Pregnane X receptor	82.04%	94.73%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.63%	92.88%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.81%	95.89%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.54%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102468952
• LOTUS: LTS0190870
• wikiData: Q77423406