[D-Asp3,Ser7]MC-LR

Details

• Internal ID: bafa59da-e11c-460a-8f66-3b7e8035202b
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2S,5R,8S,11R,15S,18S,19S,22R)-15-[3-(diaminomethylideneamino)propyl]-2-(hydroxymethyl)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-5,19-dimethyl-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)CC(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CCC(NC1=O)C(=O)O)CO)C)CC(C)C)C(=O)O)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[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)CC[C@@H](NC1=O)C(=O)O)CO)C)CC(C)C)C(=O)O)CCCN=C(N)N)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C
• InChI: InChI=1S/C47H72N10O13/c1-25(2)20-34-43(64)57-35(46(68)69)23-39(60)52-32(14-11-19-50-47(48)49)42(63)54-31(16-15-26(3)21-27(4)37(70-7)22-30-12-9-8-10-13-30)28(5)40(61)55-33(45(66)67)17-18-38(59)53-36(24-58)44(65)51-29(6)41(62)56-34/h8-10,12-13,15-16,21,25,27-29,31-37,58H,11,14,17-20,22-24H2,1-7H3,(H,51,65)(H,52,60)(H,53,59)(H,54,63)(H,55,61)(H,56,62)(H,57,64)(H,66,67)(H,68,69)(H4,48,49,50)/b16-15+,26-21+/t27-,28-,29+,31-,32-,33+,34-,35+,36-,37-/m0/s1
• InChI Key: YWSITNAXFNIQML-MJDATHQWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₂N₁₀O₁₃
• Molecular Weight: 985.10 g/mol
• Exact Mass: 984.52803239 g/mol
• Topological Polar Surface Area (TPSA): 372.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -1.12
• H-Bond Acceptor: 12
• H-Bond Donor: 12
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8429	84.29%
Caco-2	-	0.8674	86.74%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7225	72.25%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8174	81.74%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9100	91.00%
P-glycoprotein inhibitior	+	0.7475	74.75%
P-glycoprotein substrate	+	0.8588	85.88%
CYP3A4 substrate	+	0.7230	72.30%
CYP2C9 substrate	+	0.5821	58.21%
CYP2D6 substrate	-	0.8572	85.72%
CYP3A4 inhibition	-	0.9126	91.26%
CYP2C9 inhibition	-	0.8327	83.27%
CYP2C19 inhibition	-	0.7988	79.88%
CYP2D6 inhibition	-	0.9100	91.00%
CYP1A2 inhibition	-	0.8258	82.58%
CYP2C8 inhibition	+	0.7514	75.14%
CYP inhibitory promiscuity	-	0.9745	97.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6084	60.84%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9017	90.17%
Skin irritation	-	0.7639	76.39%
Skin corrosion	-	0.9233	92.33%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7180	71.80%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5355	53.55%
skin sensitisation	-	0.8224	82.24%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5875	58.75%
Acute Oral Toxicity (c)	III	0.5231	52.31%
Estrogen receptor binding	+	0.7859	78.59%
Androgen receptor binding	+	0.6727	67.27%
Thyroid receptor binding	+	0.6018	60.18%
Glucocorticoid receptor binding	+	0.6366	63.66%
Aromatase binding	+	0.6382	63.82%
PPAR gamma	+	0.7865	78.65%
Honey bee toxicity	-	0.6979	69.79%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.4406	44.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.79%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.36%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.84%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.86%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.84%	99.17%
CHEMBL3837	P07711	Cathepsin L	94.80%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.51%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.30%	97.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.27%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.06%	94.45%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.47%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.90%	95.89%
CHEMBL4072	P07858	Cathepsin B	90.57%	93.67%
CHEMBL1255126	O15151	Protein Mdm4	88.95%	90.20%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.07%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.28%	90.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.26%	82.69%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.89%	90.08%
CHEMBL1937	Q92769	Histone deacetylase 2	85.83%	94.75%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.24%	89.67%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.71%	96.47%
CHEMBL2535	P11166	Glucose transporter	83.59%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.51%	97.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.11%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.68%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684720
• LOTUS: LTS0271965
• wikiData: Q105367129