[seco-4/5][D-Asp(3)]MC-LR

Details

• Internal ID: aa0d7194-03b3-44fc-92c5-3b83cc7cee07
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2R)-2-[[(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoyl]amino]-5-[[3-[[(2R)-1-[[(2S)-1-[[(1R)-1-carboxy-3-[[(1S)-1-carboxy-4-(diaminomethylideneamino)butyl]amino]-3-oxopropyl]amino]-4-methyl-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-3-oxoprop-1-en-2-yl]-methylamino]-5-oxopentanoic acid
• SMILES (Canonical): CC(C)CC(C(=O)NC(CC(=O)NC(CCCN=C(N)N)C(=O)O)C(=O)O)NC(=O)C(C)NC(=O)C(=C)N(C)C(=O)CCC(C(=O)O)NC(=O)C(C)C(C=CC(=CC(C)C(CC1=CC=CC=C1)OC)C)N
• SMILES (Isomeric): C[C@@H](/C=C(\C)/C=C/[C@@H]([C@H](C)C(=O)N[C@H](CCC(=O)N(C)C(=C)C(=O)N[C@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CC(=O)N[C@@H](CCCN=C(N)N)C(=O)O)C(=O)O)C(=O)O)N)[C@H](CC1=CC=CC=C1)OC
• InChI: InChI=1S/C48H74N10O13/c1-26(2)22-36(44(64)57-37(47(69)70)25-39(59)54-34(45(65)66)16-13-21-52-48(50)51)56-42(62)30(6)53-43(63)31(7)58(8)40(60)20-19-35(46(67)68)55-41(61)29(5)33(49)18-17-27(3)23-28(4)38(71-9)24-32-14-11-10-12-15-32/h10-12,14-15,17-18,23,26,28-30,33-38H,7,13,16,19-22,24-25,49H2,1-6,8-9H3,(H,53,63)(H,54,59)(H,55,61)(H,56,62)(H,57,64)(H,65,66)(H,67,68)(H,69,70)(H4,50,51,52)/b18-17+,27-23+/t28-,29-,30+,33-,34-,35+,36-,37+,38-/m0/s1
• InChI Key: LHOZHBTYSUFUSJ-MREVJOSWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₄N₁₀O₁₃
• Molecular Weight: 999.20 g/mol
• Exact Mass: 998.54368245 g/mol
• Topological Polar Surface Area (TPSA): 377.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): 0.29
• H-Bond Acceptor: 12
• H-Bond Donor: 11
• Rotatable Bonds: 32

Synonyms

• [seco-4/5][D-Asp3]MC-LR
• DTXSID801047475

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6040	60.40%
Caco-2	-	0.8620	86.20%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7362	73.62%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8340	83.40%
OATP1B3 inhibitior	+	0.9317	93.17%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8849	88.49%
P-glycoprotein inhibitior	+	0.7447	74.47%
P-glycoprotein substrate	+	0.8310	83.10%
CYP3A4 substrate	+	0.7361	73.61%
CYP2C9 substrate	-	0.7973	79.73%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.6597	65.97%
CYP2C9 inhibition	-	0.6939	69.39%
CYP2C19 inhibition	-	0.6668	66.68%
CYP2D6 inhibition	-	0.8554	85.54%
CYP1A2 inhibition	-	0.7663	76.63%
CYP2C8 inhibition	+	0.7209	72.09%
CYP inhibitory promiscuity	-	0.8855	88.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.6406	64.06%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.8988	89.88%
Skin irritation	-	0.7727	77.27%
Skin corrosion	-	0.9202	92.02%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6879	68.79%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.8260	82.60%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5848	58.48%
Acute Oral Toxicity (c)	III	0.4432	44.32%
Estrogen receptor binding	+	0.7488	74.88%
Androgen receptor binding	+	0.7522	75.22%
Thyroid receptor binding	+	0.6199	61.99%
Glucocorticoid receptor binding	+	0.6591	65.91%
Aromatase binding	+	0.6586	65.86%
PPAR gamma	+	0.7929	79.29%
Honey bee toxicity	-	0.6572	65.72%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9541	95.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.96%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.90%	98.95%
CHEMBL3837	P07711	Cathepsin L	99.69%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	99.12%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	98.97%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.93%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	97.60%	90.20%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.18%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	94.06%	100.00%
CHEMBL236	P41143	Delta opioid receptor	93.88%	99.35%
CHEMBL1951	P21397	Monoamine oxidase A	92.31%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.16%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.77%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.57%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.38%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.88%	95.50%
CHEMBL2514	O95665	Neurotensin receptor 2	89.69%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	89.17%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.66%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.77%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	87.67%	94.73%
CHEMBL3891	P07384	Calpain 1	86.87%	93.04%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.58%	93.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.65%	98.33%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	83.75%	100.00%
CHEMBL5028	O14672	ADAM10	83.02%	97.50%
CHEMBL2535	P11166	Glucose transporter	82.82%	98.75%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.59%	93.10%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.48%	86.33%
CHEMBL3776	Q14790	Caspase-8	81.43%	97.06%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	81.21%	97.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.03%	100.00%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	80.09%	88.00%
CHEMBL237	P41145	Kappa opioid receptor	80.07%	98.10%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684781
• LOTUS: LTS0275811
• wikiData: Q105151878