L-Serinamide, N2-acetyl-N5-formyl-N5-hydroxy-L-ornithyl-N-[3-[(2S,5S)-5-[3-(formylhydroxyamino)propyl]-3,6-dioxo-2-piperazinyl]propyl]-N-hydroxy-

Details

• Internal ID: eba15512-2512-42fb-967b-26436e7d9412
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: (2S)-2-acetamido-5-[formyl(hydroxy)amino]-N-[(2S)-1-[3-[(2S,5S)-5-[3-[formyl(hydroxy)amino]propyl]-3,6-dioxopiperazin-2-yl]propyl-hydroxyamino]-3-hydroxy-1-oxopropan-2-yl]pentanamide
• SMILES (Canonical): CC(=O)NC(CCCN(C=O)O)C(=O)NC(CO)C(=O)N(CCCC1C(=O)NC(C(=O)N1)CCCN(C=O)O)O
• SMILES (Isomeric): CC(=O)N[C@@H](CCCN(C=O)O)C(=O)N[C@@H](CO)C(=O)N(CCC[C@H]1C(=O)N[C@H](C(=O)N1)CCCN(C=O)O)O
• InChI: InChI=1S/C22H37N7O11/c1-14(33)23-15(5-2-8-27(38)12-31)19(34)26-18(11-30)22(37)29(40)10-4-7-17-21(36)24-16(20(35)25-17)6-3-9-28(39)13-32/h12-13,15-18,30,38-40H,2-11H2,1H3,(H,23,33)(H,24,36)(H,25,35)(H,26,34)/t15-,16-,17-,18-/m0/s1
• InChI Key: IQMHGRIOYXVPSE-XSLAGTTESA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₇N₇O₁₁
• Molecular Weight: 575.60 g/mol
• Exact Mass: 575.25510502 g/mol
• Topological Polar Surface Area (TPSA): 258.00 Ų
• XlogP: -4.00
• Atomic LogP (AlogP): -3.79
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 19

Synonyms

• L-Serinamide, N2-acetyl-N5-formyl-N5-hydroxy-L-ornithyl-N-[3-[(2S,5S)-5-[3-(formylhydroxyamino)propyl]-3,6-dioxo-2-piperazinyl]propyl]-N-hydroxy-
• (2S)-2-Acetamido-5-[formyl(hydroxy)amino]-N-[(2S)-1-[3-[(2S,5S)-5-[3-[formyl(hydroxy)amino]propyl]-3,6-dioxopiperazin-2-yl]propyl-hydroxyamino]-3-hydroxy-1-oxopropan-2-yl]pentanamide
• 9QU4B47SMX
• AKOS040746842
• (S)-2-acetamido-N-((S)-3-hydroxy-1-(hydroxy(3-((2S,5S)-5-(3-(N-hydroxyformamido)propyl)-3,6-dioxopiperazin-2-yl)propyl)amino)-1-oxopropan-2-yl)-5-(N-hydroxyformamido)pentanamide
• N2-Acetyl-N5-formyl-N5-hydroxy-L-ornithyl-N-[3-[(2S,5S)-5-[3-(formylhydroxyamino)propyl]-3,6-dioxo-2-piperazinyl]propyl]-N-hydroxy-L-serinamid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7508	75.08%
Caco-2	-	0.8683	86.83%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7292	72.92%
OATP2B1 inhibitior	+	0.5660	56.60%
OATP1B1 inhibitior	+	0.8646	86.46%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.9037	90.37%
BSEP inhibitior	+	0.7641	76.41%
P-glycoprotein inhibitior	+	0.6479	64.79%
P-glycoprotein substrate	+	0.8308	83.08%
CYP3A4 substrate	+	0.6469	64.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.9303	93.03%
CYP2C9 inhibition	-	0.8752	87.52%
CYP2C19 inhibition	-	0.8777	87.77%
CYP2D6 inhibition	-	0.9158	91.58%
CYP1A2 inhibition	-	0.9101	91.01%
CYP2C8 inhibition	-	0.7994	79.94%
CYP inhibitory promiscuity	-	0.9945	99.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.4975	49.75%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.9222	92.22%
Skin irritation	-	0.7557	75.57%
Skin corrosion	-	0.9306	93.06%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6604	66.04%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6519	65.19%
skin sensitisation	-	0.8550	85.50%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.8163	81.63%
Acute Oral Toxicity (c)	III	0.5957	59.57%
Estrogen receptor binding	+	0.7060	70.60%
Androgen receptor binding	-	0.5529	55.29%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4929	49.29%
Aromatase binding	+	0.5499	54.99%
PPAR gamma	+	0.5521	55.21%
Honey bee toxicity	-	0.8636	86.36%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.9528	95.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.01%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.71%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.23%	90.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.05%	94.45%
CHEMBL3837	P07711	Cathepsin L	92.60%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.38%	99.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	90.73%	96.90%
CHEMBL340	P08684	Cytochrome P450 3A4	90.01%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.52%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.19%	95.56%
CHEMBL259	P32245	Melanocortin receptor 4	89.13%	95.38%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	88.23%	98.33%
CHEMBL3310	Q96DB2	Histone deacetylase 11	87.41%	88.56%
CHEMBL4588	P22894	Matrix metalloproteinase 8	87.16%	94.66%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.35%	98.05%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.07%	97.64%
CHEMBL2514	O95665	Neurotensin receptor 2	84.99%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.68%	93.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	84.18%	95.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.42%	93.56%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	83.27%	88.42%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.71%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.06%	96.47%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.14%	94.33%
CHEMBL255	P29275	Adenosine A2b receptor	80.97%	98.59%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.63%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.22%	92.88%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.01%	97.29%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 13648082
• LOTUS: LTS0252128
• wikiData: Q105118006