[Gly1,D-Asp3,ADMAdda5,Dhb7]MC-RR

Details

• Internal ID: da8a1119-c707-4925-89f6-dd7baf2e4272
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (8S,11R,15S,18S,19S,22R)-18-[(1E,3E,5S,6S)-6-acetyloxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-8,15-bis[3-(diaminomethylideneamino)propyl]-2-ethylidene-19-methyl-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• SMILES (Canonical): CC=C1C(=O)NCC(=O)NC(C(=O)NC(CC(=O)NC(C(=O)NC(C(C(=O)NC(CCC(=O)N1)C(=O)O)C)C=CC(=CC(C)C(CC2=CC=CC=C2)OC(=O)C)C)CCCN=C(N)N)C(=O)O)CCCN=C(N)N
• SMILES (Isomeric): CC=C1C(=O)NCC(=O)N[C@H](C(=O)N[C@H](CC(=O)N[C@H](C(=O)N[C@H]([C@@H](C(=O)N[C@H](CCC(=O)N1)C(=O)O)C)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC(=O)C)/C)CCCN=C(N)N)C(=O)O)CCCN=C(N)N
• InChI: InChI=1S/C48H71N13O13/c1-6-31-42(67)55-25-40(65)58-34(15-11-21-54-48(51)52)44(69)61-36(46(72)73)24-39(64)57-33(14-10-20-53-47(49)50)43(68)59-32(28(4)41(66)60-35(45(70)71)18-19-38(63)56-31)17-16-26(2)22-27(3)37(74-29(5)62)23-30-12-8-7-9-13-30/h6-9,12-13,16-17,22,27-28,32-37H,10-11,14-15,18-21,23-25H2,1-5H3,(H,55,67)(H,56,63)(H,57,64)(H,58,65)(H,59,68)(H,60,66)(H,61,69)(H,70,71)(H,72,73)(H4,49,50,53)(H4,51,52,54)/b17-16+,26-22+,31-6?/t27-,28-,32-,33-,34-,35+,36+,37-/m0/s1
• InChI Key: KSYULEJYRAZDKO-DKIRLTFKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₁N₁₃O₁₃
• Molecular Weight: 1038.20 g/mol
• Exact Mass: 1037.52942937 g/mol
• Topological Polar Surface Area (TPSA): 433.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -2.04
• H-Bond Acceptor: 13
• H-Bond Donor: 13
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6137	61.37%
Caco-2	-	0.8649	86.49%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8010	80.10%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8141	81.41%
OATP1B3 inhibitior	+	0.9295	92.95%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9065	90.65%
P-glycoprotein inhibitior	+	0.7478	74.78%
P-glycoprotein substrate	+	0.8589	85.89%
CYP3A4 substrate	+	0.7294	72.94%
CYP2C9 substrate	-	0.5868	58.68%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.9495	94.95%
CYP2C9 inhibition	-	0.8124	81.24%
CYP2C19 inhibition	-	0.8070	80.70%
CYP2D6 inhibition	-	0.9061	90.61%
CYP1A2 inhibition	-	0.8195	81.95%
CYP2C8 inhibition	+	0.7685	76.85%
CYP inhibitory promiscuity	-	0.9438	94.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6113	61.13%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.8998	89.98%
Skin irritation	-	0.7608	76.08%
Skin corrosion	-	0.9246	92.46%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7178	71.78%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5967	59.67%
skin sensitisation	-	0.8298	82.98%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6069	60.69%
Acute Oral Toxicity (c)	III	0.5071	50.71%
Estrogen receptor binding	+	0.7549	75.49%
Androgen receptor binding	+	0.6903	69.03%
Thyroid receptor binding	+	0.6261	62.61%
Glucocorticoid receptor binding	+	0.6359	63.59%
Aromatase binding	+	0.6805	68.05%
PPAR gamma	+	0.7589	75.89%
Honey bee toxicity	-	0.6637	66.37%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.4737	47.37%

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	99.74%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.68%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.18%	91.11%
CHEMBL3837	P07711	Cathepsin L	97.32%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.92%	94.45%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.03%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.67%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.82%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.22%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.12%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.42%	85.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.26%	97.09%
CHEMBL3524	P56524	Histone deacetylase 4	90.28%	92.97%
CHEMBL1937	Q92769	Histone deacetylase 2	89.60%	94.75%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.80%	91.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.41%	82.69%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.16%	90.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.12%	95.89%
CHEMBL2535	P11166	Glucose transporter	86.95%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.93%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	84.45%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.64%	89.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.84%	89.67%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.63%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.48%	93.03%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.90%	95.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.72%	93.00%
CHEMBL4072	P07858	Cathepsin B	80.40%	93.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683805
• LOTUS: LTS0186302
• wikiData: Q105145655