[Gly1,D-Asp3]MC-LR

Details

• Internal ID: af51b097-e766-414f-a5dc-7ce04bed32aa
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (8S,11R,15S,18S,19S,22R)-15-[3-(diaminomethylideneamino)propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-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)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)/C
• InChI: InChI=1S/C47H70N10O12/c1-26(2)21-35-44(64)56-36(46(67)68)24-38(58)52-33(15-12-20-50-47(48)49)43(63)54-32(17-16-27(3)22-28(4)37(69-8)23-31-13-10-9-11-14-31)29(5)41(61)55-34(45(65)66)18-19-40(60)57(7)30(6)42(62)51-25-39(59)53-35/h9-11,13-14,16-17,22,26,28-29,32-37H,6,12,15,18-21,23-25H2,1-5,7-8H3,(H,51,62)(H,52,58)(H,53,59)(H,54,63)(H,55,61)(H,56,64)(H,65,66)(H,67,68)(H4,48,49,50)/b17-16+,27-22+/t28-,29-,32-,33-,34+,35-,36+,37-/m0/s1
• InChI Key: UHGAEMBYJRDQQV-JQHMHAMLSA-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): 343.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): -0.02
• H-Bond Acceptor: 11
• H-Bond Donor: 10
• Rotatable Bonds: 15

Synonyms

• DTXSID901334675

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4628	46.28%
Caco-2	-	0.8640	86.40%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6005	60.05%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8229	82.29%
OATP1B3 inhibitior	+	0.9252	92.52%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9265	92.65%
P-glycoprotein inhibitior	+	0.7484	74.84%
P-glycoprotein substrate	+	0.8760	87.60%
CYP3A4 substrate	+	0.7381	73.81%
CYP2C9 substrate	+	0.5767	57.67%
CYP2D6 substrate	-	0.8663	86.63%
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	+	0.7657	76.57%
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	-	0.9020	90.20%
Skin irritation	-	0.7564	75.64%
Skin corrosion	-	0.9163	91.63%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6982	69.82%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.8287	82.87%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7733	77.33%
Acute Oral Toxicity (c)	I	0.6165	61.65%
Estrogen receptor binding	+	0.7687	76.87%
Androgen receptor binding	+	0.7168	71.68%
Thyroid receptor binding	+	0.6319	63.19%
Glucocorticoid receptor binding	+	0.6219	62.19%
Aromatase binding	+	0.6617	66.17%
PPAR gamma	+	0.7810	78.10%
Honey bee toxicity	-	0.6656	66.56%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	99.99%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.90%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.72%	96.09%
CHEMBL3837	P07711	Cathepsin L	98.53%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.51%	86.33%
CHEMBL4072	P07858	Cathepsin B	95.40%	93.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.12%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.62%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.93%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.38%	94.45%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.31%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.95%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.88%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.58%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.76%	91.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.60%	82.69%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.15%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.93%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.06%	90.08%
CHEMBL1255126	O15151	Protein Mdm4	84.64%	90.20%
CHEMBL2535	P11166	Glucose transporter	84.19%	98.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.72%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.98%	89.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.48%	89.67%
CHEMBL3524	P56524	Histone deacetylase 4	80.37%	92.97%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683832
• LOTUS: LTS0189613
• wikiData: Q105272872