[Asp3,DMAdda5,Dhb7]MC-LR

Details

• Internal ID: e5dbedc9-a0f6-4f17-8dfa-72956fcf974d
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2Z,5R,8S,11R,15S,18S,19S,22R)-15-[3-(diaminomethylideneamino)propyl]-2-ethylidene-18-[(1E,3E,5S,6S)-6-hydroxy-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): CC=C1C(=O)NC(C(=O)NC(C(=O)NC(CC(=O)NC(C(=O)NC(C(C(=O)NC(CCC(=O)N1)C(=O)O)C)C=CC(=CC(C)C(CC2=CC=CC=C2)O)C)CCCN=C(N)N)C(=O)O)CC(C)C)C
• SMILES (Isomeric): C/C=C\1/C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](CC(=O)N[C@H](C(=O)N[C@H]([C@@H](C(=O)N[C@H](CCC(=O)N1)C(=O)O)C)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)O)/C)CCCN=C(N)N)C(=O)O)CC(C)C)C
• InChI: InChI=1S/C47H70N10O12/c1-8-31-42(63)51-29(7)41(62)56-35(21-25(2)3)44(65)57-36(46(68)69)24-39(60)53-33(15-12-20-50-47(48)49)43(64)54-32(28(6)40(61)55-34(45(66)67)18-19-38(59)52-31)17-16-26(4)22-27(5)37(58)23-30-13-10-9-11-14-30/h8-11,13-14,16-17,22,25,27-29,32-37,58H,12,15,18-21,23-24H2,1-7H3,(H,51,63)(H,52,59)(H,53,60)(H,54,64)(H,55,61)(H,56,62)(H,57,65)(H,66,67)(H,68,69)(H4,48,49,50)/b17-16+,26-22+,31-8-/t27-,28-,29+,32-,33-,34+,35-,36+,37-/m0/s1
• InChI Key: UYJLVJJFDLREAV-LWOOJXIGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₀N₁₀O₁₂
• Molecular Weight: 967.10 g/mol
• Exact Mass: 966.51746771 g/mol
• Topological Polar Surface Area (TPSA): 363.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): -0.23
• H-Bond Acceptor: 11
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

• [Asp3,DMAdda5,Dhb7]MC-LR

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8414	84.14%
Caco-2	-	0.8673	86.73%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7865	78.65%
OATP2B1 inhibitior	-	0.7162	71.62%
OATP1B1 inhibitior	+	0.8046	80.46%
OATP1B3 inhibitior	+	0.9266	92.66%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9272	92.72%
P-glycoprotein inhibitior	+	0.7455	74.55%
P-glycoprotein substrate	+	0.8668	86.68%
CYP3A4 substrate	+	0.7272	72.72%
CYP2C9 substrate	+	0.6135	61.35%
CYP2D6 substrate	-	0.8725	87.25%
CYP3A4 inhibition	-	0.9315	93.15%
CYP2C9 inhibition	-	0.8270	82.70%
CYP2C19 inhibition	-	0.7704	77.04%
CYP2D6 inhibition	-	0.9136	91.36%
CYP1A2 inhibition	-	0.8468	84.68%
CYP2C8 inhibition	+	0.7578	75.78%
CYP inhibitory promiscuity	-	0.9592	95.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6267	62.67%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.7656	76.56%
Skin corrosion	-	0.9232	92.32%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6848	68.48%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.6288	62.88%
skin sensitisation	-	0.8223	82.23%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6855	68.55%
Acute Oral Toxicity (c)	III	0.4523	45.23%
Estrogen receptor binding	+	0.7746	77.46%
Androgen receptor binding	+	0.7284	72.84%
Thyroid receptor binding	+	0.6219	62.19%
Glucocorticoid receptor binding	+	0.6346	63.46%
Aromatase binding	+	0.6186	61.86%
PPAR gamma	+	0.7859	78.59%
Honey bee toxicity	-	0.6945	69.45%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8385	83.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.71%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.47%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.28%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.54%	91.11%
CHEMBL2179	P04062	Beta-glucocerebrosidase	96.37%	85.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.88%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.60%	97.64%
CHEMBL3837	P07711	Cathepsin L	94.18%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.76%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.04%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.02%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.14%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.78%	90.71%
CHEMBL2535	P11166	Glucose transporter	90.59%	98.75%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.30%	90.08%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.66%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.75%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.58%	82.69%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.12%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.79%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	87.42%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.20%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.58%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.00%	89.67%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.41%	93.03%
CHEMBL1937	Q92769	Histone deacetylase 2	85.27%	94.75%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.08%	88.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.98%	93.00%
CHEMBL1902	P62942	FK506-binding protein 1A	83.85%	97.05%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.12%	85.14%
CHEMBL2327	P21452	Neurokinin 2 receptor	81.90%	98.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684749
• LOTUS: LTS0233923
• wikiData: Q104887609