[D-Asp3,DMAdda5]MC-RR

Details

• Internal ID: ab6fcde4-9466-49da-abbb-8d56d04b8ece
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,15S,18S,19S,22R)-8,15-bis[3-(diaminomethylideneamino)propyl]-18-[(1E,3E,5S,6S)-6-hydroxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,19-trimethyl-2-methylidene-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(=C)N(C(=O)CCC(NC1=O)C(=O)O)C)C)CCCN=C(N)N)C(=O)O)CCCN=C(N)N)C=CC(=CC(C)C(CC2=CC=CC=C2)O)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(=C)N(C(=O)CC[C@@H](NC1=O)C(=O)O)C)C)CCCN=C(N)N)C(=O)O)CCCN=C(N)N)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)O)/C
• InChI: InChI=1S/C47H71N13O12/c1-25(22-26(2)36(61)23-30-12-8-7-9-13-30)16-17-31-27(3)39(64)58-34(44(69)70)18-19-38(63)60(6)29(5)41(66)54-28(4)40(65)57-33(15-11-21-53-47(50)51)43(68)59-35(45(71)72)24-37(62)55-32(42(67)56-31)14-10-20-52-46(48)49/h7-9,12-13,16-17,22,26-28,31-36,61H,5,10-11,14-15,18-21,23-24H2,1-4,6H3,(H,54,66)(H,55,62)(H,56,67)(H,57,65)(H,58,64)(H,59,68)(H,69,70)(H,71,72)(H4,48,49,52)(H4,50,51,53)/b17-16+,25-22+/t26-,27-,28+,31-,32-,33-,34+,35+,36-/m0/s1
• InChI Key: SZNUVOZIIWMKCN-KSLDGVDMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₁N₁₃O₁₂
• Molecular Weight: 1010.10 g/mol
• Exact Mass: 1009.53451475 g/mol
• Topological Polar Surface Area (TPSA): 419.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -2.27
• H-Bond Acceptor: 12
• H-Bond Donor: 13
• Rotatable Bonds: 16

Synonyms

• [D-Asp3,DMAdda5]MC-RR
• DTXSID001334492

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6509	65.09%
Caco-2	-	0.8640	86.40%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6909	69.09%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8154	81.54%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8501	85.01%
P-glycoprotein inhibitior	+	0.7438	74.38%
P-glycoprotein substrate	+	0.8636	86.36%
CYP3A4 substrate	+	0.7263	72.63%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.9153	91.53%
CYP2C9 inhibition	-	0.7608	76.08%
CYP2C19 inhibition	-	0.7630	76.30%
CYP2D6 inhibition	-	0.8962	89.62%
CYP1A2 inhibition	-	0.7662	76.62%
CYP2C8 inhibition	+	0.7142	71.42%
CYP inhibitory promiscuity	-	0.9763	97.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5814	58.14%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.8998	89.98%
Skin irritation	-	0.7561	75.61%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6615	66.15%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5337	53.37%
skin sensitisation	-	0.8317	83.17%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7848	78.48%
Acute Oral Toxicity (c)	I	0.4945	49.45%
Estrogen receptor binding	+	0.7479	74.79%
Androgen receptor binding	+	0.7299	72.99%
Thyroid receptor binding	+	0.6408	64.08%
Glucocorticoid receptor binding	+	0.6201	62.01%
Aromatase binding	+	0.6778	67.78%
PPAR gamma	+	0.7545	75.45%
Honey bee toxicity	-	0.7332	73.32%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7055	70.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.86%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.80%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.37%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.54%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.80%	97.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.47%	86.33%
CHEMBL4072	P07858	Cathepsin B	92.71%	93.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.67%	90.71%
CHEMBL3837	P07711	Cathepsin L	91.61%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.87%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.57%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.91%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.24%	85.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.13%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.77%	97.09%
CHEMBL2535	P11166	Glucose transporter	86.68%	98.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.39%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.34%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.67%	95.89%
CHEMBL217	P14416	Dopamine D2 receptor	85.42%	95.62%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.12%	93.03%
CHEMBL2327	P21452	Neurokinin 2 receptor	83.72%	98.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.66%	96.47%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.02%	91.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.93%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.49%	95.50%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.82%	88.56%
CHEMBL4644	P41968	Melanocortin receptor 3	80.40%	99.52%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.06%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684701
• LOTUS: LTS0046495
• wikiData: Q105264283