[D-Asp3]MC-RA

Details

• Internal ID: 5e1d5176-a0d9-41fc-8b8c-bcc7023d9718
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,15S,18S,19S,22R)-8-[3-(diaminomethylideneamino)propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,15,19-tetramethyl-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)C)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(=C)N(C(=O)CC[C@@H](NC1=O)C(=O)O)C)C)CCCN=C(N)N)C(=O)O)C)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C
• InChI: InChI=1S/C45H66N10O12/c1-24(21-25(2)35(67-8)22-30-13-10-9-11-14-30)16-17-31-26(3)38(58)53-33(43(63)64)18-19-37(57)55(7)29(6)41(61)50-28(5)40(60)52-32(15-12-20-48-45(46)47)42(62)54-34(44(65)66)23-36(56)49-27(4)39(59)51-31/h9-11,13-14,16-17,21,25-28,31-35H,6,12,15,18-20,22-23H2,1-5,7-8H3,(H,49,56)(H,50,61)(H,51,59)(H,52,60)(H,53,58)(H,54,62)(H,63,64)(H,65,66)(H4,46,47,48)/b17-16+,24-21+/t25-,26-,27-,28+,31-,32-,33+,34+,35-/m0/s1
• InChI Key: FXSKUDKICQOZGL-JEPMYZTKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₆₆N₁₀O₁₂
• Molecular Weight: 939.10 g/mol
• Exact Mass: 938.48616758 g/mol
• Topological Polar Surface Area (TPSA): 343.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.65
• H-Bond Acceptor: 11
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

• [D-Asp(3)]MC-RA
• DTXSID801334589

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7007	70.07%
Caco-2	-	0.8660	86.60%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6486	64.86%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.8204	82.04%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8615	86.15%
P-glycoprotein inhibitior	+	0.7477	74.77%
P-glycoprotein substrate	+	0.8620	86.20%
CYP3A4 substrate	+	0.7359	73.59%
CYP2C9 substrate	+	0.5767	57.67%
CYP2D6 substrate	-	0.8663	86.63%
CYP3A4 inhibition	-	0.8857	88.57%
CYP2C9 inhibition	-	0.7461	74.61%
CYP2C19 inhibition	-	0.7402	74.02%
CYP2D6 inhibition	-	0.8834	88.34%
CYP1A2 inhibition	-	0.7541	75.41%
CYP2C8 inhibition	+	0.7463	74.63%
CYP inhibitory promiscuity	-	0.9440	94.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6010	60.10%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.9023	90.23%
Skin irritation	-	0.7617	76.17%
Skin corrosion	-	0.9226	92.26%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6451	64.51%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5639	56.39%
skin sensitisation	-	0.8315	83.15%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7448	74.48%
Acute Oral Toxicity (c)	I	0.6868	68.68%
Estrogen receptor binding	+	0.7865	78.65%
Androgen receptor binding	+	0.7252	72.52%
Thyroid receptor binding	+	0.6265	62.65%
Glucocorticoid receptor binding	+	0.5984	59.84%
Aromatase binding	+	0.6648	66.48%
PPAR gamma	+	0.7817	78.17%
Honey bee toxicity	-	0.6897	68.97%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.6718	67.18%

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	99.95%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.77%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.55%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.22%	95.56%
CHEMBL4072	P07858	Cathepsin B	96.01%	93.67%
CHEMBL3837	P07711	Cathepsin L	95.86%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.71%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.86%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.27%	99.17%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.24%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.49%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.73%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.61%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.00%	91.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.64%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.94%	95.89%
CHEMBL4644	P41968	Melanocortin receptor 3	85.60%	99.52%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.52%	90.08%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.21%	93.00%
CHEMBL1255126	O15151	Protein Mdm4	84.61%	90.20%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.62%	100.00%
CHEMBL2535	P11166	Glucose transporter	82.87%	98.75%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.80%	97.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.52%	82.69%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.97%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684718
• LOTUS: LTS0256034
• wikiData: Q105004229