[D-Asp3]MC-RY

Details

• Internal ID: e441822b-f48a-47ee-ae27-896ba0f8db00
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,15S,18S,19S,22R)-8-[3-(diaminomethylideneamino)propyl]-15-[(4-hydroxyphenyl)methyl]-18-[(1E,3E,5S,6S)-6-methoxy-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)CC2=CC=C(C=C2)O)C=CC(=CC(C)C(CC3=CC=CC=C3)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)CC2=CC=C(C=C2)O)/C=C/C(=C/[C@H](C)[C@H](CC3=CC=CC=C3)OC)/C
• InChI: InChI=1S/C51H70N10O13/c1-28(24-29(2)41(74-7)26-33-12-9-8-10-13-33)15-20-36-30(3)44(65)59-38(49(70)71)21-22-43(64)61(6)32(5)46(67)55-31(4)45(66)58-37(14-11-23-54-51(52)53)47(68)60-40(50(72)73)27-42(63)56-39(48(69)57-36)25-34-16-18-35(62)19-17-34/h8-10,12-13,15-20,24,29-31,36-41,62H,5,11,14,21-23,25-27H2,1-4,6-7H3,(H,55,67)(H,56,63)(H,57,69)(H,58,66)(H,59,65)(H,60,68)(H,70,71)(H,72,73)(H4,52,53,54)/b20-15+,28-24+/t29-,30-,31+,36-,37-,38+,39-,40+,41-/m0/s1
• InChI Key: AKRUYPJUAZTDLQ-XAIZWMDNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₀N₁₀O₁₃
• Molecular Weight: 1031.20 g/mol
• Exact Mass: 1030.51238233 g/mol
• Topological Polar Surface Area (TPSA): 363.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.27
• H-Bond Acceptor: 12
• H-Bond Donor: 11
• Rotatable Bonds: 15

Synonyms

• (D-Asp3)MC-RY
• (5R,8S,11R,15S,18S,19S,22R)-8-(3-(diaminomethylideneamino)propyl)-15-((4-hydroxyphenyl)methyl)-18-((1E,3E,5S,6S)-6-methoxy-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
• (5R,8S,11R,15S,18S,19S,22R)-8-[3-(diaminomethylideneamino)propyl]-15-[(4-hydroxyphenyl)methyl]-18-[(1E,3E,5S,6S)-6-methoxy-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
• RefChem:210327
• (5R,8S,11R,15S,18S,19S,22R)-8-(3-guanidinopropyl)-15-(4-hydroxybenzyl)-18-((1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dien-1-yl)-1,5,19-trimethyl-2-methylene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptaazacyclopentacosane-11,22-dicarboxylic acid
• DTXSID501046430
• NS00114499

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5776	57.76%
Caco-2	-	0.8663	86.63%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7110	71.10%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8089	80.89%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9072	90.72%
P-glycoprotein inhibitior	+	0.7464	74.64%
P-glycoprotein substrate	+	0.8768	87.68%
CYP3A4 substrate	+	0.7456	74.56%
CYP2C9 substrate	+	0.5788	57.88%
CYP2D6 substrate	-	0.8600	86.00%
CYP3A4 inhibition	-	0.7276	72.76%
CYP2C9 inhibition	-	0.7107	71.07%
CYP2C19 inhibition	-	0.7055	70.55%
CYP2D6 inhibition	-	0.8727	87.27%
CYP1A2 inhibition	-	0.7628	76.28%
CYP2C8 inhibition	+	0.8087	80.87%
CYP inhibitory promiscuity	-	0.8819	88.19%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5904	59.04%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9005	90.05%
Skin irritation	-	0.7634	76.34%
Skin corrosion	-	0.9230	92.30%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6638	66.38%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5139	51.39%
skin sensitisation	-	0.8414	84.14%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7271	72.71%
Acute Oral Toxicity (c)	I	0.4668	46.68%
Estrogen receptor binding	+	0.7559	75.59%
Androgen receptor binding	+	0.7606	76.06%
Thyroid receptor binding	+	0.6477	64.77%
Glucocorticoid receptor binding	+	0.6454	64.54%
Aromatase binding	+	0.6698	66.98%
PPAR gamma	+	0.7806	78.06%
Honey bee toxicity	-	0.6682	66.82%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9391	93.91%

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	99.98%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.90%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.51%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.84%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.72%	91.11%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	95.99%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.60%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.87%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.42%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.24%	99.17%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.52%	97.64%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.82%	95.89%
CHEMBL4072	P07858	Cathepsin B	92.47%	93.67%
CHEMBL3837	P07711	Cathepsin L	92.39%	96.61%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.63%	90.08%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.64%	90.71%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	89.78%	97.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.68%	95.50%
CHEMBL4644	P41968	Melanocortin receptor 3	88.92%	99.52%
CHEMBL1255126	O15151	Protein Mdm4	88.67%	90.20%
CHEMBL2535	P11166	Glucose transporter	87.64%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.93%	97.09%
CHEMBL217	P14416	Dopamine D2 receptor	86.38%	95.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.81%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.59%	93.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.72%	82.69%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.98%	90.93%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.57%	93.10%
CHEMBL233	P35372	Mu opioid receptor	81.65%	97.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.15%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	80.61%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 155801630
• LOTUS: LTS0271562
• wikiData: Q104246624