[D-Leu1,Dha7]MC-LR

Details

• Internal ID: f7295df4-e4f5-4f09-a095-274187b3b78c
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,12S,15S,18S,19S,22R)-15-[3-(diaminomethylideneamino)propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-12,19-dimethyl-2-methylidene-5,8-bis(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• SMILES (Canonical): CC1C(NC(=O)C(NC(=O)C(C(NC(=O)C(NC(=O)C(NC(=O)C(=C)NC(=O)CCC(NC1=O)C(=O)O)CC(C)C)CC(C)C)C(=O)O)C)CCCN=C(N)N)C=CC(=CC(C)C(CC2=CC=CC=C2)OC)C
• SMILES (Isomeric): C[C@H]1[C@@H](NC(=O)[C@@H](NC(=O)[C@H]([C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)C(=C)NC(=O)CC[C@@H](NC1=O)C(=O)O)CC(C)C)CC(C)C)C(=O)O)C)CCCN=C(N)N)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C
• InChI: InChI=1S/C51H78N10O12/c1-27(2)23-38-47(67)60-39(24-28(3)4)48(68)61-42(50(71)72)32(8)44(64)57-36(17-14-22-54-51(52)53)46(66)56-35(19-18-29(5)25-30(6)40(73-10)26-34-15-12-11-13-16-34)31(7)43(63)58-37(49(69)70)20-21-41(62)55-33(9)45(65)59-38/h11-13,15-16,18-19,25,27-28,30-32,35-40,42H,9,14,17,20-24,26H2,1-8,10H3,(H,55,62)(H,56,66)(H,57,64)(H,58,63)(H,59,65)(H,60,67)(H,61,68)(H,69,70)(H,71,72)(H4,52,53,54)/b19-18+,29-25+/t30-,31-,32-,35-,36-,37+,38+,39-,40-,42+/m0/s1
• InChI Key: KOIJCFISWXUGAO-NEFNCPLOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₈N₁₀O₁₂
• Molecular Weight: 1023.20 g/mol
• Exact Mass: 1022.58006796 g/mol
• Topological Polar Surface Area (TPSA): 352.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 11
• H-Bond Donor: 11
• Rotatable Bonds: 17

Synonyms

• DTXSID801046403

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7148	71.48%
Caco-2	-	0.8650	86.50%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7159	71.59%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.8318	83.18%
OATP1B3 inhibitior	+	0.9294	92.94%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9323	93.23%
P-glycoprotein inhibitior	+	0.7462	74.62%
P-glycoprotein substrate	+	0.8409	84.09%
CYP3A4 substrate	+	0.7269	72.69%
CYP2C9 substrate	+	0.5888	58.88%
CYP2D6 substrate	-	0.8648	86.48%
CYP3A4 inhibition	-	0.8827	88.27%
CYP2C9 inhibition	-	0.7899	78.99%
CYP2C19 inhibition	-	0.7386	73.86%
CYP2D6 inhibition	-	0.9014	90.14%
CYP1A2 inhibition	-	0.8055	80.55%
CYP2C8 inhibition	+	0.7663	76.63%
CYP inhibitory promiscuity	-	0.9390	93.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6238	62.38%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.7669	76.69%
Skin corrosion	-	0.9216	92.16%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7217	72.17%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.8203	82.03%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6992	69.92%
Acute Oral Toxicity (c)	I	0.4421	44.21%
Estrogen receptor binding	+	0.7521	75.21%
Androgen receptor binding	+	0.7288	72.88%
Thyroid receptor binding	+	0.6179	61.79%
Glucocorticoid receptor binding	+	0.6518	65.18%
Aromatase binding	+	0.6531	65.31%
PPAR gamma	+	0.7919	79.19%
Honey bee toxicity	-	0.6648	66.48%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.7833	78.33%

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	99.92%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.55%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.60%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.89%	94.45%
CHEMBL3837	P07711	Cathepsin L	95.97%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.43%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.01%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.25%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	92.16%	91.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.10%	97.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.74%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.75%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	89.87%	90.20%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.76%	85.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.91%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.45%	96.47%
CHEMBL1937	Q92769	Histone deacetylase 2	87.44%	94.75%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.92%	89.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.50%	90.71%
CHEMBL221	P23219	Cyclooxygenase-1	85.42%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.54%	93.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.62%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.39%	100.00%
CHEMBL4072	P07858	Cathepsin B	81.81%	93.67%
CHEMBL340	P08684	Cytochrome P450 3A4	81.60%	91.19%
CHEMBL2535	P11166	Glucose transporter	81.36%	98.75%
CHEMBL3524	P56524	Histone deacetylase 4	81.03%	92.97%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.79%	90.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.74%	97.14%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.65%	95.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.31%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684763
• LOTUS: LTS0184586
• wikiData: Q104246635