N-(N-(3-Amino-3-carboxypropyl)-3-amino-3-carboxypropyl)azetidine-2-carboxylic acid

Details

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Internal ID f3d98183-de20-410d-95b9-1f6304923b29
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids
IUPAC Name 1-[3-[(3-amino-3-carboxypropyl)amino]-3-carboxypropyl]azetidine-2-carboxylic acid
SMILES (Canonical) C1CN(C1C(=O)O)CCC(C(=O)O)NCCC(C(=O)O)N
SMILES (Isomeric) C1CN(C1C(=O)O)CCC(C(=O)O)NCCC(C(=O)O)N
InChI InChI=1S/C12H21N3O6/c13-7(10(16)17)1-4-14-8(11(18)19)2-5-15-6-3-9(15)12(20)21/h7-9,14H,1-6,13H2,(H,16,17)(H,18,19)(H,20,21)
InChI Key KRGPXXHMOXVMMM-UHFFFAOYSA-N
Popularity 195 references in papers

Physical and Chemical Properties

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Molecular Formula C12H21N3O6
Molecular Weight 303.31 g/mol
Exact Mass 303.14303540 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP -8.20
Atomic LogP (AlogP) -1.62
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 10

Synonyms

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1-[3-[(3-Amino-3-carboxypropyl)amino]-3-carboxypropyl]azetidine-2-carboxylic acid
1-{3-[(3-amino-3-carboxypropyl)amino]-3-carboxypropyl}azetidine-2-carboxylic acid
SCHEMBL542008
CHEBI:25520
DTXSID20860502
FT-0672699
[N-(3-amino-3-carboxypropyl)-3-amino-3-carboxypropyl]-azetidine-2-carboxylic acid

2D Structure

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2D Structure of N-(N-(3-Amino-3-carboxypropyl)-3-amino-3-carboxypropyl)azetidine-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8580 85.80%
Caco-2 - 0.8023 80.23%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Lysosomes 0.4720 47.20%
OATP2B1 inhibitior - 0.8509 85.09%
OATP1B1 inhibitior + 0.9690 96.90%
OATP1B3 inhibitior + 0.9421 94.21%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.7746 77.46%
P-glycoprotein inhibitior - 0.9271 92.71%
P-glycoprotein substrate + 0.5277 52.77%
CYP3A4 substrate - 0.5171 51.71%
CYP2C9 substrate - 0.8105 81.05%
CYP2D6 substrate - 0.6637 66.37%
CYP3A4 inhibition - 0.9553 95.53%
CYP2C9 inhibition - 0.9134 91.34%
CYP2C19 inhibition - 0.9033 90.33%
CYP2D6 inhibition - 0.9426 94.26%
CYP1A2 inhibition - 0.8182 81.82%
CYP2C8 inhibition - 0.9773 97.73%
CYP inhibitory promiscuity - 1.0000 100.00%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6137 61.37%
Eye corrosion - 0.9583 95.83%
Eye irritation - 0.9750 97.50%
Skin irritation - 0.6498 64.98%
Skin corrosion - 0.8953 89.53%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3967 39.67%
Micronuclear + 0.6400 64.00%
Hepatotoxicity - 0.5948 59.48%
skin sensitisation - 0.8883 88.83%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.9412 94.12%
Acute Oral Toxicity (c) III 0.5837 58.37%
Estrogen receptor binding + 0.6636 66.36%
Androgen receptor binding - 0.6555 65.55%
Thyroid receptor binding - 0.5381 53.81%
Glucocorticoid receptor binding - 0.6828 68.28%
Aromatase binding - 0.6143 61.43%
PPAR gamma + 0.6483 64.83%
Honey bee toxicity - 0.9338 93.38%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7600 76.00%
Fish aquatic toxicity - 0.7478 74.78%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4040 P28482 MAP kinase ERK2 99.73% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.57% 96.09%
CHEMBL236 P41143 Delta opioid receptor 93.77% 99.35%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 93.76% 96.03%
CHEMBL233 P35372 Mu opioid receptor 92.79% 97.93%
CHEMBL4979 P13866 Sodium/glucose cotransporter 1 92.52% 98.24%
CHEMBL2581 P07339 Cathepsin D 92.00% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 90.80% 95.93%
CHEMBL274 P51681 C-C chemokine receptor type 5 89.79% 98.77%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 89.63% 98.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.88% 99.17%
CHEMBL221 P23219 Cyclooxygenase-1 88.83% 90.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.34% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.76% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.49% 96.47%
CHEMBL237 P41145 Kappa opioid receptor 84.24% 98.10%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.84% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.72% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 83.66% 91.19%
CHEMBL3837 P07711 Cathepsin L 83.51% 96.61%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.70% 93.56%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.90% 94.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.61% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.58% 97.09%
CHEMBL4777 P25929 Neuropeptide Y receptor type 1 81.42% 96.67%
CHEMBL2514 O95665 Neurotensin receptor 2 81.22% 100.00%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 80.72% 92.29%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Avena sativa
Fagopyrum esculentum
Nicotiana tabacum

Cross-Links

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PubChem 3450503
LOTUS LTS0031396
wikiData Q104170547