Loggerpeptin C

Details

• Internal ID: 9e1f54f9-06ff-409a-a31c-f715b5be770c
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (Z)-N-[(2S,5S,8S,11R,12S,15S,18S,21R)-2-benzyl-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-15-(2-methylpropyl)-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]-2-[[(2S)-2-(butanoylamino)propanoyl]amino]but-2-enamide
• InChI: InChI=1S/C50H70N8O12/c1-10-15-39(60)51-29(7)43(62)52-34(11-2)44(63)56-42-30(8)70-50(69)41(28(5)6)55-46(65)37(25-32-18-20-33(59)21-19-32)57(9)49(68)38(26-31-16-13-12-14-17-31)58-40(61)23-22-35(48(58)67)53-45(64)36(24-27(3)4)54-47(42)66/h11-14,16-21,27-30,35-38,40-42,59,61H,10,15,22-26H2,1-9H3,(H,51,60)(H,52,62)(H,53,64)(H,54,66)(H,55,65)(H,56,63)/b34-11-/t29-,30+,35-,36-,37-,38-,40+,41-,42-/m0/s1
• InChI Key: ROIGLVLBYBHXSI-DWEIPXDCSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₀N₈O₁₂
• Molecular Weight: 975.10 g/mol
• Exact Mass: 974.51131970 g/mol
• Topological Polar Surface Area (TPSA): 282.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 1.23
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

• (Z)-N-[(2S,5S,8S,11R,12S,15S,18S,21R)-2-benzyl-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-15-(2-methylpropyl)-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]-2-[[(2S)-2-(butanoylamino)propanoyl]amino]but-2-enamide
• (Z)-N-((2S,5S,8S,11R,12S,15S,18S,21R)-2-benzyl-21-hydroxy-5-((4-hydroxyphenyl)methyl)-4,11-dimethyl-15-(2-methylpropyl)-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo(16.3.1)docosan-12-yl)-2-(((2S)-2-(butanoylamino)propanoyl)amino)but-2-enamide
• RefChem:153952
• CHEBI:214616
• DTXSID801333874
• (2Z)-N-[(2S,5S,8S,11R,12S,15S,18S,21R)-2-Benzyl-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-15-(2-methylpropyl)-3,6,9,13,16,22-hexaoxo-8-(propan-2-yl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosan-12-yl]-2-[(N-butanoyl-L-alanyl)amino]but-2-enamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6539	65.39%
Caco-2	-	0.8690	86.90%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5582	55.82%
OATP2B1 inhibitior	-	0.5781	57.81%
OATP1B1 inhibitior	+	0.7879	78.79%
OATP1B3 inhibitior	+	0.9116	91.16%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8640	86.40%
BSEP inhibitior	+	0.9145	91.45%
P-glycoprotein inhibitior	+	0.7486	74.86%
P-glycoprotein substrate	+	0.8872	88.72%
CYP3A4 substrate	+	0.7318	73.18%
CYP2C9 substrate	+	0.5951	59.51%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	+	0.5995	59.95%
CYP2C9 inhibition	-	0.8136	81.36%
CYP2C19 inhibition	-	0.7537	75.37%
CYP2D6 inhibition	-	0.8614	86.14%
CYP1A2 inhibition	-	0.8613	86.13%
CYP2C8 inhibition	+	0.7697	76.97%
CYP inhibitory promiscuity	-	0.9052	90.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5696	56.96%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.7755	77.55%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4573	45.73%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8724	87.24%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7735	77.35%
Acute Oral Toxicity (c)	III	0.6374	63.74%
Estrogen receptor binding	+	0.8385	83.85%
Androgen receptor binding	+	0.7235	72.35%
Thyroid receptor binding	+	0.5974	59.74%
Glucocorticoid receptor binding	+	0.6230	62.30%
Aromatase binding	+	0.6293	62.93%
PPAR gamma	+	0.8175	81.75%
Honey bee toxicity	-	0.7053	70.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9690	96.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.95%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	97.69%	83.82%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.60%	90.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.54%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.02%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.58%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	94.49%	90.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.19%	96.09%
CHEMBL4072	P07858	Cathepsin B	93.69%	93.67%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.71%	97.64%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.63%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.62%	89.00%
CHEMBL1949	P62937	Cyclophilin A	91.02%	98.57%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.35%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.11%	93.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.90%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.24%	97.14%
CHEMBL221	P23219	Cyclooxygenase-1	87.45%	90.17%
CHEMBL333	P08253	Matrix metalloproteinase-2	87.35%	96.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.30%	94.45%
CHEMBL268	P43235	Cathepsin K	84.69%	96.85%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.55%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.81%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.10%	89.50%
CHEMBL3837	P07711	Cathepsin L	82.02%	96.61%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.97%	82.38%
CHEMBL340	P08684	Cytochrome P450 3A4	81.75%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.92%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.85%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683896
• LOTUS: LTS0171809
• wikiData: Q104203183