[L-MeLan7]-Microcystin-LR

Details

• Internal ID: 96ad7669-1968-4866-9cfb-08c841c88a9a
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2R,5R,8S,12S,15S,19S,22R)-2-[[(2R)-2-amino-2-carboxyethyl]sulfanylmethyl]-15-[3-(diaminomethylideneamino)propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-8-(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(N(C(=O)CCC(NC1=O)C(=O)O)C)CSCC(C(=O)O)N)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]1C(NC(=O)[C@@H](NC(=O)[C@H](C(NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](N(C(=O)CC[C@@H](NC1=O)C(=O)O)C)CSC[C@@H](C(=O)O)N)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/C52H81N11O14S/c1-27(2)22-38-47(69)62-42(51(75)76)31(6)44(66)59-36(16-13-21-56-52(54)55)46(68)58-35(18-17-28(3)23-29(4)40(77-9)24-33-14-11-10-12-15-33)30(5)43(65)60-37(50(73)74)19-20-41(64)63(8)39(26-78-25-34(53)49(71)72)48(70)57-32(7)45(67)61-38/h10-12,14-15,17-18,23,27,29-32,34-40,42H,13,16,19-22,24-26,53H2,1-9H3,(H,57,70)(H,58,68)(H,59,66)(H,60,65)(H,61,67)(H,62,69)(H,71,72)(H,73,74)(H,75,76)(H4,54,55,56)/b18-17+,28-23+/t29-,30-,31-,32+,34-,35?,36-,37+,38-,39-,40-,42?/m0/s1
• InChI Key: VXYRNKOTKQZSDD-ILPBAUAISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₁N₁₁O₁₄S
• Molecular Weight: 1116.30 g/mol
• Exact Mass: 1115.56851747 g/mol
• Topological Polar Surface Area (TPSA): 432.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -0.38
• H-Bond Acceptor: 14
• H-Bond Donor: 12
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5750	57.50%
Caco-2	-	0.8653	86.53%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5853	58.53%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8176	81.76%
OATP1B3 inhibitior	+	0.9208	92.08%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9218	92.18%
P-glycoprotein inhibitior	+	0.7441	74.41%
P-glycoprotein substrate	+	0.8615	86.15%
CYP3A4 substrate	+	0.7414	74.14%
CYP2C9 substrate	-	0.6135	61.35%
CYP2D6 substrate	-	0.8379	83.79%
CYP3A4 inhibition	-	0.9218	92.18%
CYP2C9 inhibition	-	0.7648	76.48%
CYP2C19 inhibition	-	0.7306	73.06%
CYP2D6 inhibition	-	0.9017	90.17%
CYP1A2 inhibition	-	0.7930	79.30%
CYP2C8 inhibition	+	0.8025	80.25%
CYP inhibitory promiscuity	-	0.9774	97.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6069	60.69%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.8985	89.85%
Skin irritation	-	0.7584	75.84%
Skin corrosion	-	0.9186	91.86%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6925	69.25%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.8328	83.28%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8442	84.42%
Acute Oral Toxicity (c)	I	0.4496	44.96%
Estrogen receptor binding	+	0.7470	74.70%
Androgen receptor binding	+	0.7292	72.92%
Thyroid receptor binding	+	0.6444	64.44%
Glucocorticoid receptor binding	+	0.6632	66.32%
Aromatase binding	+	0.6741	67.41%
PPAR gamma	+	0.7916	79.16%
Honey bee toxicity	-	0.6789	67.89%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8239	82.39%

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	99.98%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.85%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.69%	96.09%
CHEMBL3837	P07711	Cathepsin L	96.20%	96.61%
CHEMBL4072	P07858	Cathepsin B	96.13%	93.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.11%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.70%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.45%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.98%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.74%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.49%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.40%	90.08%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.22%	91.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.04%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.04%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.87%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	88.49%	95.93%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.56%	97.64%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.84%	93.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.65%	97.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.89%	90.71%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.86%	89.67%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.55%	97.33%
CHEMBL1255126	O15151	Protein Mdm4	84.64%	90.20%
CHEMBL1937	Q92769	Histone deacetylase 2	84.46%	94.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.09%	100.00%
CHEMBL2535	P11166	Glucose transporter	82.20%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.55%	96.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.35%	90.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588263
• LOTUS: LTS0257192
• wikiData: Q105298844