[Asp3,DMAdda5]MC-RY

Details

• Internal ID: a63f3193-605c-4e31-817c-ab8d3e56f7a8
• 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-hydroxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-15-[(4-hydroxyphenyl)methyl]-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)CC2=CC=C(C=C2)O)C=CC(=CC(C)C(CC3=CC=CC=C3)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)CC2=CC=C(C=C2)O)/C=C/C(=C/[C@H](C)[C@H](CC3=CC=CC=C3)O)/C
• InChI: InChI=1S/C50H68N10O13/c1-27(23-28(2)40(62)25-32-11-8-7-9-12-32)14-19-35-29(3)43(65)58-37(48(70)71)20-21-42(64)60(6)31(5)45(67)54-30(4)44(66)57-36(13-10-22-53-50(51)52)46(68)59-39(49(72)73)26-41(63)55-38(47(69)56-35)24-33-15-17-34(61)18-16-33/h7-9,11-12,14-19,23,28-30,35-40,61-62H,5,10,13,20-22,24-26H2,1-4,6H3,(H,54,67)(H,55,63)(H,56,69)(H,57,66)(H,58,65)(H,59,68)(H,70,71)(H,72,73)(H4,51,52,53)/b19-14+,27-23+/t28-,29-,30+,35-,36-,37+,38-,39+,40-/m0/s1
• InChI Key: ZNQSNIUNDKWLHS-XEHWMUBVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₆₈N₁₀O₁₃
• Molecular Weight: 1017.10 g/mol
• Exact Mass: 1016.49673226 g/mol
• Topological Polar Surface Area (TPSA): 374.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): -0.38
• H-Bond Acceptor: 12
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

• [Asp(3),DMAdda5]MC-RY

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5535	55.35%
Caco-2	-	0.8678	86.78%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7150	71.50%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8081	80.81%
OATP1B3 inhibitior	+	0.9232	92.32%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8920	89.20%
P-glycoprotein inhibitior	+	0.7444	74.44%
P-glycoprotein substrate	+	0.8782	87.82%
CYP3A4 substrate	+	0.7385	73.85%
CYP2C9 substrate	-	0.8065	80.65%
CYP2D6 substrate	-	0.8531	85.31%
CYP3A4 inhibition	-	0.7752	77.52%
CYP2C9 inhibition	-	0.7397	73.97%
CYP2C19 inhibition	-	0.7311	73.11%
CYP2D6 inhibition	-	0.8811	88.11%
CYP1A2 inhibition	-	0.7777	77.77%
CYP2C8 inhibition	+	0.7912	79.12%
CYP inhibitory promiscuity	-	0.9392	93.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5857	58.57%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.9010	90.10%
Skin irritation	-	0.7629	76.29%
Skin corrosion	-	0.9221	92.21%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6567	65.67%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5038	50.38%
skin sensitisation	-	0.8376	83.76%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7873	78.73%
Acute Oral Toxicity (c)	I	0.4147	41.47%
Estrogen receptor binding	+	0.7629	76.29%
Androgen receptor binding	+	0.7659	76.59%
Thyroid receptor binding	+	0.6527	65.27%
Glucocorticoid receptor binding	+	0.6440	64.40%
Aromatase binding	+	0.6382	63.82%
PPAR gamma	+	0.7735	77.35%
Honey bee toxicity	-	0.7054	70.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9306	93.06%

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	99.96%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.91%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.32%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.11%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.34%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.30%	91.11%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.82%	90.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.24%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.18%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.67%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.67%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.51%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.19%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.16%	99.17%
CHEMBL217	P14416	Dopamine D2 receptor	91.34%	95.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.15%	85.14%
CHEMBL4072	P07858	Cathepsin B	90.63%	93.67%
CHEMBL2535	P11166	Glucose transporter	90.43%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.99%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.58%	93.00%
CHEMBL3837	P07711	Cathepsin L	87.20%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.88%	97.09%
CHEMBL4644	P41968	Melanocortin receptor 3	85.97%	99.52%
CHEMBL2327	P21452	Neurokinin 2 receptor	84.91%	98.89%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.89%	90.93%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.62%	100.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.52%	93.10%
CHEMBL1255126	O15151	Protein Mdm4	84.01%	90.20%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.76%	97.33%
CHEMBL3310	Q96DB2	Histone deacetylase 11	81.78%	88.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.13%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.96%	96.47%
CHEMBL2514	O95665	Neurotensin receptor 2	80.10%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684751
• LOTUS: LTS0053223
• wikiData: Q104246631