[Gly1,D-Asp3,ADMAdda5]MC-LR

Details

• Internal ID: 5ecdd210-7b13-43e1-9345-419ff059d5e5
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (8S,11R,15S,18S,19S,22R)-18-[(1E,3E,5S,6S)-6-acetyloxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-15-[3-(diaminomethylideneamino)propyl]-1,19-dimethyl-2-methylidene-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)CNC(=O)C(=C)N(C(=O)CCC(NC1=O)C(=O)O)C)CC(C)C)C(=O)O)CCCN=C(N)N)C=CC(=CC(C)C(CC2=CC=CC=C2)OC(=O)C)C
• SMILES (Isomeric): C[C@H]1[C@@H](NC(=O)[C@@H](NC(=O)C[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)C(=C)N(C(=O)CC[C@@H](NC1=O)C(=O)O)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(=O)C)/C
• InChI: InChI=1S/C48H70N10O13/c1-26(2)21-36-45(66)57-37(47(69)70)24-39(60)53-34(15-12-20-51-48(49)50)44(65)55-33(17-16-27(3)22-28(4)38(71-31(7)59)23-32-13-10-9-11-14-32)29(5)42(63)56-35(46(67)68)18-19-41(62)58(8)30(6)43(64)52-25-40(61)54-36/h9-11,13-14,16-17,22,26,28-29,33-38H,6,12,15,18-21,23-25H2,1-5,7-8H3,(H,52,64)(H,53,60)(H,54,61)(H,55,65)(H,56,63)(H,57,66)(H,67,68)(H,69,70)(H4,49,50,51)/b17-16+,27-22+/t28-,29-,33-,34-,35+,36-,37+,38-/m0/s1
• InChI Key: BUNWICSOQSWSFW-HPRKGSLFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₀N₁₀O₁₃
• Molecular Weight: 995.10 g/mol
• Exact Mass: 994.51238233 g/mol
• Topological Polar Surface Area (TPSA): 360.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): -0.10
• H-Bond Acceptor: 12
• H-Bond Donor: 10
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4628	46.28%
Caco-2	-	0.8637	86.37%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6005	60.05%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8225	82.25%
OATP1B3 inhibitior	+	0.9252	92.52%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9176	91.76%
P-glycoprotein inhibitior	+	0.7467	74.67%
P-glycoprotein substrate	+	0.8749	87.49%
CYP3A4 substrate	+	0.7395	73.95%
CYP2C9 substrate	-	0.6215	62.15%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.8474	84.74%
CYP2C9 inhibition	-	0.7094	70.94%
CYP2C19 inhibition	-	0.7049	70.49%
CYP2D6 inhibition	-	0.8864	88.64%
CYP1A2 inhibition	-	0.7698	76.98%
CYP2C8 inhibition	+	0.7760	77.60%
CYP inhibitory promiscuity	-	0.9504	95.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5913	59.13%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.7564	75.64%
Skin corrosion	-	0.9163	91.63%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7095	70.95%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.8287	82.87%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7041	70.41%
Acute Oral Toxicity (c)	I	0.6165	61.65%
Estrogen receptor binding	+	0.7510	75.10%
Androgen receptor binding	+	0.7162	71.62%
Thyroid receptor binding	+	0.6274	62.74%
Glucocorticoid receptor binding	+	0.6128	61.28%
Aromatase binding	+	0.6721	67.21%
PPAR gamma	+	0.7785	77.85%
Honey bee toxicity	-	0.6639	66.39%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8240	82.40%

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	99.92%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.62%	96.09%
CHEMBL3837	P07711	Cathepsin L	99.09%	96.61%
CHEMBL4072	P07858	Cathepsin B	95.65%	93.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.32%	86.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.21%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.06%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.45%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.87%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.74%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.03%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.55%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.80%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.30%	93.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.45%	82.69%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.14%	90.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.31%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.29%	97.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.28%	91.71%
CHEMBL2535	P11166	Glucose transporter	84.19%	98.75%
CHEMBL1937	Q92769	Histone deacetylase 2	82.35%	94.75%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.29%	89.67%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.60%	100.00%
CHEMBL3524	P56524	Histone deacetylase 4	81.51%	92.97%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.57%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683834
• LOTUS: LTS0147853
• wikiData: Q105101597