Scabichelin

Details

• Internal ID: 0ce80efa-97e6-4e19-9b7e-1f4ef73ba56f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-5-amino-2-[[(2S)-5-[[(2S)-2-[[(2S)-5-[formyl(hydroxy)amino]-2-(methylamino)pentanoyl]amino]-3-hydroxypropanoyl]-hydroxyamino]-2-(methylamino)pentanoyl]amino]-N-[(3R)-1-hydroxy-2-oxopiperidin-3-yl]pentanamide
• SMILES (Canonical): CNC(CCCN(C=O)O)C(=O)NC(CO)C(=O)N(CCCC(C(=O)NC(CCCN)C(=O)NC1CCCN(C1=O)O)NC)O
• SMILES (Isomeric): CN[C@@H](CCCN(C=O)O)C(=O)N[C@@H](CO)C(=O)N(CCC[C@@H](C(=O)N[C@@H](CCCN)C(=O)N[C@@H]1CCCN(C1=O)O)NC)O
• InChI: InChI=1S/C26H49N9O10/c1-28-17(8-4-12-33(43)16-37)23(39)32-21(15-36)26(42)35(45)13-5-9-18(29-2)22(38)30-19(7-3-11-27)24(40)31-20-10-6-14-34(44)25(20)41/h16-21,28-29,36,43-45H,3-15,27H2,1-2H3,(H,30,38)(H,31,40)(H,32,39)/t17-,18-,19-,20+,21-/m0/s1
• InChI Key: DEKBNEJVCTWZQD-FCMAGTKHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₉N₉O₁₀
• Molecular Weight: 647.70 g/mol
• Exact Mass: 647.36023879 g/mol
• Topological Polar Surface Area (TPSA): 279.00 Ų
• XlogP: -4.30
• Atomic LogP (AlogP): -4.01
• H-Bond Acceptor: 13
• H-Bond Donor: 10
• Rotatable Bonds: 22

Synonyms

• RefChem:181645
• SCHEMBL30835133
• CHEBI:205469
• (2S)-5-amino-2-[[(2S)-5-[[(2S)-2-[[(2S)-5-[ormyl(hydroxy)amino]-2-(methylamino)pentanoyl]amino]-3-hydroxypropanoyl]-hydroxyamino]-2-(methylamino)pentanoyl]amino]-N-[(3R)-1-hydroxy-2-oxopiperidin-3-yl]pentanamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7752	77.52%
Caco-2	-	0.8606	86.06%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4850	48.50%
OATP2B1 inhibitior	-	0.5699	56.99%
OATP1B1 inhibitior	+	0.8836	88.36%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9037	90.37%
BSEP inhibitior	-	0.4873	48.73%
P-glycoprotein inhibitior	+	0.7004	70.04%
P-glycoprotein substrate	+	0.8240	82.40%
CYP3A4 substrate	+	0.6656	66.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7633	76.33%
CYP3A4 inhibition	-	0.9601	96.01%
CYP2C9 inhibition	-	0.8598	85.98%
CYP2C19 inhibition	-	0.8595	85.95%
CYP2D6 inhibition	-	0.9023	90.23%
CYP1A2 inhibition	-	0.8996	89.96%
CYP2C8 inhibition	-	0.7116	71.16%
CYP inhibitory promiscuity	-	0.9967	99.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.5266	52.66%
Eye corrosion	-	0.9798	97.98%
Eye irritation	-	0.9139	91.39%
Skin irritation	-	0.7541	75.41%
Skin corrosion	-	0.9237	92.37%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6931	69.31%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6291	62.91%
skin sensitisation	-	0.8438	84.38%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5897	58.97%
Acute Oral Toxicity (c)	III	0.5914	59.14%
Estrogen receptor binding	+	0.7370	73.70%
Androgen receptor binding	+	0.5808	58.08%
Thyroid receptor binding	+	0.5313	53.13%
Glucocorticoid receptor binding	+	0.5909	59.09%
Aromatase binding	+	0.6471	64.71%
PPAR gamma	+	0.6136	61.36%
Honey bee toxicity	-	0.8594	85.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.9197	91.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.52%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.45%	98.95%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.55%	98.33%
CHEMBL3837	P07711	Cathepsin L	96.82%	96.61%
CHEMBL4588	P22894	Matrix metalloproteinase 8	92.73%	94.66%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.53%	95.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	92.02%	93.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.62%	95.50%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	91.01%	95.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.79%	99.17%
CHEMBL2514	O95665	Neurotensin receptor 2	90.48%	100.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	89.98%	95.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.79%	93.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.65%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.69%	90.71%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	88.48%	96.11%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.42%	98.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.76%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	87.70%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.48%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.64%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.30%	96.90%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.26%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.14%	93.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.12%	90.08%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	85.52%	83.14%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.44%	97.50%
CHEMBL4801	P29466	Caspase-1	85.44%	96.85%
CHEMBL5028	O14672	ADAM10	85.08%	97.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.07%	91.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.73%	100.00%
CHEMBL1075317	P61964	WD repeat-containing protein 5	81.70%	96.33%
CHEMBL4015	P41597	C-C chemokine receptor type 2	80.74%	98.57%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	80.29%	95.27%
CHEMBL237	P41145	Kappa opioid receptor	80.19%	98.10%
CHEMBL4581	P52732	Kinesin-like protein 1	80.15%	93.18%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.13%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71761834
• LOTUS: LTS0217566
• wikiData: Q77424685