Adda-D-Glu(gamma)-Mdha-D-Ala-L-Leu-D-MeAsp(beta)-L-Arg-OH

Details

• Internal ID: 43decf90-9e66-4adb-8f33-38426c4e2df8
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2R,3S)-2-[[(2S)-2-[[(2R)-2-[2-[[(2R)-2-[[(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoyl]amino]-4-carboxybutanoyl]-methylamino]prop-2-enoylamino]propanoyl]amino]-4-methylpentanoyl]amino]-4-[[(1S)-1-carboxy-4-(diaminomethylideneamino)butyl]amino]-3-methyl-4-oxobutanoic acid
• SMILES (Canonical): CC(C)CC(C(=O)NC(C(C)C(=O)NC(CCCN=C(N)N)C(=O)O)C(=O)O)NC(=O)C(C)NC(=O)C(=C)N(C)C(=O)C(CCC(=O)O)NC(=O)C(C)C(C=CC(=CC(C)C(CC1=CC=CC=C1)OC)C)N
• SMILES (Isomeric): C[C@@H](/C=C(\C)/C=C/[C@@H]([C@H](C)C(=O)N[C@H](CCC(=O)O)C(=O)N(C)C(=C)C(=O)N[C@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H]([C@H](C)C(=O)N[C@@H](CCCN=C(N)N)C(=O)O)C(=O)O)N)[C@H](CC1=CC=CC=C1)OC
• InChI: InChI=1S/C49H76N10O13/c1-26(2)23-37(45(66)58-40(48(70)71)30(6)42(63)56-36(47(68)69)17-14-22-53-49(51)52)57-43(64)31(7)54-44(65)32(8)59(9)46(67)35(20-21-39(60)61)55-41(62)29(5)34(50)19-18-27(3)24-28(4)38(72-10)25-33-15-12-11-13-16-33/h11-13,15-16,18-19,24,26,28-31,34-38,40H,8,14,17,20-23,25,50H2,1-7,9-10H3,(H,54,65)(H,55,62)(H,56,63)(H,57,64)(H,58,66)(H,60,61)(H,68,69)(H,70,71)(H4,51,52,53)/b19-18+,27-24+/t28-,29-,30-,31+,34-,35+,36-,37-,38-,40+/m0/s1
• InChI Key: MDLRMBQBQKNBKL-FDEKQDHZSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₆N₁₀O₁₃
• Molecular Weight: 1013.20 g/mol
• Exact Mass: 1012.55933252 g/mol
• Topological Polar Surface Area (TPSA): 377.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.53
• H-Bond Acceptor: 12
• H-Bond Donor: 11
• Rotatable Bonds: 32

Synonyms

• DTXSID501047426

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4851	48.51%
Caco-2	-	0.8638	86.38%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6954	69.54%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8392	83.92%
OATP1B3 inhibitior	+	0.9338	93.38%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9559	95.59%
P-glycoprotein inhibitior	+	0.7435	74.35%
P-glycoprotein substrate	+	0.8551	85.51%
CYP3A4 substrate	+	0.7385	73.85%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8373	83.73%
CYP3A4 inhibition	-	0.6447	64.47%
CYP2C9 inhibition	-	0.7020	70.20%
CYP2C19 inhibition	-	0.6637	66.37%
CYP2D6 inhibition	-	0.8608	86.08%
CYP1A2 inhibition	-	0.7642	76.42%
CYP2C8 inhibition	+	0.7350	73.50%
CYP inhibitory promiscuity	-	0.8799	87.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.6447	64.47%
Eye corrosion	-	0.9810	98.10%
Eye irritation	-	0.8986	89.86%
Skin irritation	-	0.7732	77.32%
Skin corrosion	-	0.9197	91.97%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6616	66.16%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.8228	82.28%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7005	70.05%
Acute Oral Toxicity (c)	III	0.4006	40.06%
Estrogen receptor binding	+	0.7242	72.42%
Androgen receptor binding	+	0.7336	73.36%
Thyroid receptor binding	+	0.6472	64.72%
Glucocorticoid receptor binding	+	0.6581	65.81%
Aromatase binding	+	0.6697	66.97%
PPAR gamma	+	0.7761	77.61%
Honey bee toxicity	-	0.6890	68.90%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9203	92.03%

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%
CHEMBL3837	P07711	Cathepsin L	99.94%	96.61%
CHEMBL2581	P07339	Cathepsin D	99.92%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	99.03%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.94%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	98.87%	90.17%
CHEMBL1255126	O15151	Protein Mdm4	98.61%	90.20%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.80%	93.56%
CHEMBL4072	P07858	Cathepsin B	96.91%	93.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.42%	91.11%
CHEMBL236	P41143	Delta opioid receptor	95.81%	99.35%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	93.91%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	92.10%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.02%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.55%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.03%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.73%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.17%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	88.62%	91.19%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	88.48%	98.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.27%	100.00%
CHEMBL3776	Q14790	Caspase-8	87.39%	97.06%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.73%	93.00%
CHEMBL237	P41145	Kappa opioid receptor	86.37%	98.10%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.16%	90.71%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	84.45%	100.00%
CHEMBL5028	O14672	ADAM10	84.41%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.32%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.81%	96.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.69%	86.33%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	83.46%	88.00%
CHEMBL3401	O75469	Pregnane X receptor	80.86%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583655
• LOTUS: LTS0031517
• wikiData: Q75065056