Largamide C

Details

• Internal ID: 293c9280-482e-4ef5-a77e-94a78fae0e3e
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 3-[(3S,6R,9Z,12S,15S,16R)-9-ethylidene-3-[4-(4-hydroxyphenyl)butyl]-15-[[(2S)-3-(4-hydroxyphenyl)-2-[[(2S)-3-methyl-2-(3-methylbut-2-enoylamino)butanoyl]amino]propanoyl]amino]-12,16-dimethyl-2,5,8,11,14-pentaoxo-1-oxa-4,7,10,13-tetrazacyclohexadec-6-yl]propanoic acid
• InChI: InChI=1S/C47H63N7O13/c1-8-33-42(61)50-34(21-22-38(58)59)43(62)51-35(12-10-9-11-29-13-17-31(55)18-14-29)47(66)67-28(7)40(46(65)48-27(6)41(60)49-33)54-44(63)36(24-30-15-19-32(56)20-16-30)52-45(64)39(26(4)5)53-37(57)23-25(2)3/h8,13-20,23,26-28,34-36,39-40,55-56H,9-12,21-22,24H2,1-7H3,(H,48,65)(H,49,60)(H,50,61)(H,51,62)(H,52,64)(H,53,57)(H,54,63)(H,58,59)/b33-8-/t27-,28+,34+,35-,36-,39-,40-/m0/s1
• InChI Key: ROTNPXNPAMNTOL-VCEFGQNISA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₃N₇O₁₃
• Molecular Weight: 934.00 g/mol
• Exact Mass: 933.44838509 g/mol
• Topological Polar Surface Area (TPSA): 308.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 12
• H-Bond Donor: 10
• Rotatable Bonds: 17

Synonyms

• DTXSID201333876

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7744	77.44%
Caco-2	-	0.8720	87.20%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7637	76.37%
OATP2B1 inhibitior	-	0.5716	57.16%
OATP1B1 inhibitior	+	0.7822	78.22%
OATP1B3 inhibitior	+	0.9201	92.01%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9390	93.90%
BSEP inhibitior	+	0.8226	82.26%
P-glycoprotein inhibitior	+	0.7533	75.33%
P-glycoprotein substrate	+	0.8942	89.42%
CYP3A4 substrate	+	0.7237	72.37%
CYP2C9 substrate	+	0.6148	61.48%
CYP2D6 substrate	-	0.8891	88.91%
CYP3A4 inhibition	+	0.5801	58.01%
CYP2C9 inhibition	-	0.8047	80.47%
CYP2C19 inhibition	-	0.7464	74.64%
CYP2D6 inhibition	-	0.9135	91.35%
CYP1A2 inhibition	-	0.8995	89.95%
CYP2C8 inhibition	+	0.7431	74.31%
CYP inhibitory promiscuity	-	0.7312	73.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8611	86.11%
Carcinogenicity (trinary)	Non-required	0.5348	53.48%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9065	90.65%
Skin irritation	-	0.7901	79.01%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4607	46.07%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.8628	86.28%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5814	58.14%
Acute Oral Toxicity (c)	III	0.6360	63.60%
Estrogen receptor binding	+	0.8169	81.69%
Androgen receptor binding	+	0.7875	78.75%
Thyroid receptor binding	+	0.5781	57.81%
Glucocorticoid receptor binding	+	0.5508	55.08%
Aromatase binding	+	0.5940	59.40%
PPAR gamma	+	0.7751	77.51%
Honey bee toxicity	-	0.7099	70.99%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9481	94.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.70%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.19%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.58%	94.45%
CHEMBL236	P41143	Delta opioid receptor	97.47%	99.35%
CHEMBL3837	P07711	Cathepsin L	96.93%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.86%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.15%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	94.80%	90.20%
CHEMBL2514	O95665	Neurotensin receptor 2	92.82%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	90.20%	96.90%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.19%	90.08%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	89.33%	85.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.01%	93.10%
CHEMBL4040	P28482	MAP kinase ERK2	88.75%	83.82%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.70%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.37%	95.56%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	88.26%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.26%	90.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.23%	97.64%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.98%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.83%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	87.63%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.53%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.42%	89.00%
CHEMBL4072	P07858	Cathepsin B	84.50%	93.67%
CHEMBL259	P32245	Melanocortin receptor 4	83.62%	95.38%
CHEMBL3468	P55210	Caspase-7	83.37%	95.68%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.08%	100.00%
CHEMBL3891	P07384	Calpain 1	82.30%	93.04%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.23%	92.32%
CHEMBL1944	P08473	Neprilysin	82.17%	92.63%
CHEMBL1937	Q92769	Histone deacetylase 2	81.83%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.61%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.57%	95.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.99%	95.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.66%	96.47%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.57%	92.29%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.55%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16083540
• LOTUS: LTS0259770
• wikiData: Q105242455