[D-AspA(3),Mser7]MC-RY

Details

• Internal ID: 580b7c0f-aead-466e-b309-964e6dff9e07
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2S,5R,8S,11R,15S,18S,19S,22R)-8-[3-(diaminomethylideneamino)propyl]-2-(hydroxymethyl)-15-[(4-hydroxyphenyl)methyl]-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)CO)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@@H](N(C(=O)CC[C@@H](NC1=O)C(=O)O)C)CO)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/C51H72N10O14/c1-28(23-29(2)41(75-6)25-32-11-8-7-9-12-32)14-19-35-30(3)44(66)59-37(49(71)72)20-21-43(65)61(5)40(27-62)48(70)55-31(4)45(67)58-36(13-10-22-54-51(52)53)46(68)60-39(50(73)74)26-42(64)56-38(47(69)57-35)24-33-15-17-34(63)18-16-33/h7-9,11-12,14-19,23,29-31,35-41,62-63H,10,13,20-22,24-27H2,1-6H3,(H,55,70)(H,56,64)(H,57,69)(H,58,67)(H,59,66)(H,60,68)(H,71,72)(H,73,74)(H4,52,53,54)/b19-14+,28-23+/t29-,30-,31+,35-,36-,37+,38-,39+,40-,41-/m0/s1
• InChI Key: JXIGYFDYIBIRMX-VODXBEFOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₂N₁₀O₁₄
• Molecular Weight: 1049.20 g/mol
• Exact Mass: 1048.52294701 g/mol
• Topological Polar Surface Area (TPSA): 384.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.88
• H-Bond Acceptor: 13
• H-Bond Donor: 12
• Rotatable Bonds: 16

Synonyms

• DTXSID701335627
• 1393526-25-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6091	60.91%
Caco-2	-	0.8680	86.80%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6381	63.81%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8093	80.93%
OATP1B3 inhibitior	+	0.9274	92.74%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8937	89.37%
P-glycoprotein inhibitior	+	0.7455	74.55%
P-glycoprotein substrate	+	0.8787	87.87%
CYP3A4 substrate	+	0.7432	74.32%
CYP2C9 substrate	-	0.8104	81.04%
CYP2D6 substrate	-	0.8544	85.44%
CYP3A4 inhibition	-	0.7851	78.51%
CYP2C9 inhibition	-	0.7448	74.48%
CYP2C19 inhibition	-	0.7551	75.51%
CYP2D6 inhibition	-	0.8815	88.15%
CYP1A2 inhibition	-	0.7647	76.47%
CYP2C8 inhibition	+	0.7985	79.85%
CYP inhibitory promiscuity	-	0.9436	94.36%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5829	58.29%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9006	90.06%
Skin irritation	-	0.7639	76.39%
Skin corrosion	-	0.9259	92.59%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6750	67.50%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.8450	84.50%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6921	69.21%
Acute Oral Toxicity (c)	III	0.4884	48.84%
Estrogen receptor binding	+	0.7643	76.43%
Androgen receptor binding	+	0.7336	73.36%
Thyroid receptor binding	+	0.6390	63.90%
Glucocorticoid receptor binding	+	0.6525	65.25%
Aromatase binding	+	0.6489	64.89%
PPAR gamma	+	0.7898	78.98%
Honey bee toxicity	-	0.6917	69.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7652	76.52%

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	99.99%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.86%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.50%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.99%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.21%	91.11%
CHEMBL4072	P07858	Cathepsin B	96.05%	93.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.72%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	95.54%	91.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.40%	90.08%
CHEMBL3837	P07711	Cathepsin L	95.03%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.93%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.86%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.81%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.76%	95.89%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.01%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.90%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	90.95%	94.75%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	90.57%	89.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.97%	90.71%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.20%	97.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.97%	90.93%
CHEMBL4644	P41968	Melanocortin receptor 3	87.87%	99.52%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.02%	100.00%
CHEMBL2535	P11166	Glucose transporter	86.15%	98.75%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.45%	93.10%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.51%	93.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.80%	95.93%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.65%	88.56%
CHEMBL233	P35372	Mu opioid receptor	80.17%	97.93%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.12%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 155802145
• LOTUS: LTS0255140
• wikiData: Q104246679