[D-Asp3,Mdha-GSH7]MC-RR

Details

• Internal ID: c849c01f-13bd-4392-8cba-7dcd7a1154ff
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,15S,18S,19S,22R)-2-[[(2R)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]sulfanylmethyl]-8,15-bis[3-(diaminomethylideneamino)propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,19-trimethyl-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(N(C(=O)CCC(NC1=O)C(=O)O)C)CSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)C)CCCN=C(N)N)C(=O)O)CCCN=C(N)N)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(N(C(=O)CC[C@@H](NC1=O)C(=O)O)C)CSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)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)OC)/C
• InChI: InChI=1S/C58H90N16O18S/c1-30(24-31(2)43(92-6)25-34-12-8-7-9-13-34)16-18-36-32(3)48(80)72-39(55(88)89)19-21-46(77)74(5)42(29-93-28-41(50(82)66-27-47(78)79)69-44(75)20-17-35(59)54(86)87)53(85)67-33(4)49(81)71-38(15-11-23-65-58(62)63)52(84)73-40(56(90)91)26-45(76)68-37(51(83)70-36)14-10-22-64-57(60)61/h7-9,12-13,16,18,24,31-33,35-43H,10-11,14-15,17,19-23,25-29,59H2,1-6H3,(H,66,82)(H,67,85)(H,68,76)(H,69,75)(H,70,83)(H,71,81)(H,72,80)(H,73,84)(H,78,79)(H,86,87)(H,88,89)(H,90,91)(H4,60,61,64)(H4,62,63,65)/b18-16+,30-24+/t31-,32-,33+,35-,36-,37-,38-,39+,40+,41-,42?,43-/m0/s1
• InChI Key: PXEOFGCLNPSOIR-AJXKSCHMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₀N₁₆O₁₈S
• Molecular Weight: 1331.50 g/mol
• Exact Mass: 1330.63397126 g/mol
• Topological Polar Surface Area (TPSA): 592.00 Ų
• XlogP: -5.70
• Atomic LogP (AlogP): -4.15
• H-Bond Acceptor: 18
• H-Bond Donor: 17
• Rotatable Bonds: 29

Synonyms

• DTXSID901047642

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5445	54.45%
Caco-2	-	0.8657	86.57%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6098	60.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8092	80.92%
OATP1B3 inhibitior	+	0.9271	92.71%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9716	97.16%
P-glycoprotein inhibitior	+	0.7423	74.23%
P-glycoprotein substrate	+	0.8669	86.69%
CYP3A4 substrate	+	0.7516	75.16%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8426	84.26%
CYP3A4 inhibition	-	0.9624	96.24%
CYP2C9 inhibition	-	0.7788	77.88%
CYP2C19 inhibition	-	0.7747	77.47%
CYP2D6 inhibition	-	0.8932	89.32%
CYP1A2 inhibition	-	0.7972	79.72%
CYP2C8 inhibition	+	0.8170	81.70%
CYP inhibitory promiscuity	-	0.9769	97.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6105	61.05%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.8959	89.59%
Skin irritation	-	0.7585	75.85%
Skin corrosion	-	0.9227	92.27%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7147	71.47%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8350	83.50%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9177	91.77%
Acute Oral Toxicity (c)	III	0.4055	40.55%
Estrogen receptor binding	+	0.5777	57.77%
Androgen receptor binding	+	0.7250	72.50%
Thyroid receptor binding	+	0.7274	72.74%
Glucocorticoid receptor binding	+	0.7751	77.51%
Aromatase binding	+	0.7656	76.56%
PPAR gamma	+	0.7389	73.89%
Honey bee toxicity	-	0.6563	65.63%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	-	0.4939	49.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.99%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.99%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.46%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.62%	99.17%
CHEMBL236	P41143	Delta opioid receptor	97.35%	99.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.63%	91.11%
CHEMBL3837	P07711	Cathepsin L	96.58%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.31%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.71%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.60%	90.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	94.42%	97.14%
CHEMBL1255126	O15151	Protein Mdm4	94.32%	90.20%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.80%	95.89%
CHEMBL4644	P41968	Melanocortin receptor 3	93.14%	99.52%
CHEMBL233	P35372	Mu opioid receptor	92.56%	97.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.22%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.10%	86.33%
CHEMBL4588	P22894	Matrix metalloproteinase 8	91.89%	94.66%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	91.16%	96.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.68%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.31%	96.47%
CHEMBL221	P23219	Cyclooxygenase-1	89.19%	90.17%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.91%	97.64%
CHEMBL2535	P11166	Glucose transporter	86.99%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	86.89%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.81%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.64%	93.00%
CHEMBL1914	P06276	Butyrylcholinesterase	86.04%	95.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.33%	82.69%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.17%	96.00%
CHEMBL2514	O95665	Neurotensin receptor 2	84.17%	100.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.08%	98.33%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	83.83%	92.29%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	83.63%	97.23%
CHEMBL3891	P07384	Calpain 1	83.55%	93.04%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.25%	97.33%
CHEMBL2327	P21452	Neurokinin 2 receptor	83.19%	98.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.76%	99.23%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.73%	93.10%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.81%	89.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.68%	93.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.54%	91.71%
CHEMBL4608	P33032	Melanocortin receptor 5	81.13%	97.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.94%	100.00%
CHEMBL5028	O14672	ADAM10	80.90%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684920
• LOTUS: LTS0104057
• wikiData: Q104246733