Proclavaminic acid

Details

• Internal ID: 56a414d6-468e-4285-b2be-4d67952d9ee1
• Taxonomy: Organoheterocyclic compounds > Lactams > Beta lactams > Monobactams
• IUPAC Name: (2S,3R)-5-amino-3-hydroxy-2-(2-oxoazetidin-1-yl)pentanoic acid
• SMILES (Canonical): C1CN(C1=O)C(C(CCN)O)C(=O)O
• SMILES (Isomeric): C1CN(C1=O)[C@@H]([C@@H](CCN)O)C(=O)O
• InChI: InChI=1S/C8H14N2O4/c9-3-1-5(11)7(8(13)14)10-4-2-6(10)12/h5,7,11H,1-4,9H2,(H,13,14)/t5-,7+/m1/s1
• InChI Key: NMCINKPVAOXDJH-VDTYLAMSSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₄N₂O₄
• Molecular Weight: 202.21 g/mol
• Exact Mass: 202.09535693 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: -4.40
• Atomic LogP (AlogP): -1.62
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• 112240-59-2
• (2S,3R)-5-amino-3-hydroxy-2-(2-oxoazetidin-1-yl)pentanoic acid
• CHEBI:15425
• DTXSID60149964
• D-Threo-pentonic acid, 5-amino-2,4,5-trideoxy-2-(2-oxo-1-azetidinyl)-
• RefChem:930001
• DTXCID8072455
• Proclavaminate
• 5-AMINO-3-HYDROXY-2-(2-OXO-AZETIDIN-1-YL)-PENTANOIC ACID
• 5-amino-2,4,5-trideoxy-2-(2-oxo-1-azetidinyl)-D-threo-pentonic acid
• 5-amino-2,4,5-trideoxy-2-(2-oxoazetidin-1-yl)-D-threo-pentonic acid
• SCHEMBL4094685
• NMCINKPVAOXDJH-VDTYLAMSSA-N
• C06658
• Q27464365

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7944	79.44%
Caco-2	-	0.8890	88.90%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5410	54.10%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9744	97.44%
OATP1B3 inhibitior	+	0.9296	92.96%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9120	91.20%
P-glycoprotein inhibitior	-	0.9743	97.43%
P-glycoprotein substrate	-	0.8703	87.03%
CYP3A4 substrate	-	0.6532	65.32%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.7527	75.27%
CYP3A4 inhibition	-	0.9520	95.20%
CYP2C9 inhibition	-	0.9484	94.84%
CYP2C19 inhibition	-	0.9156	91.56%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	-	0.9050	90.50%
CYP2C8 inhibition	-	0.9897	98.97%
CYP inhibitory promiscuity	-	0.9941	99.41%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5914	59.14%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.8258	82.58%
Skin irritation	-	0.7538	75.38%
Skin corrosion	-	0.9329	93.29%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7369	73.69%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9092	90.92%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8288	82.88%
Acute Oral Toxicity (c)	III	0.5243	52.43%
Estrogen receptor binding	-	0.8471	84.71%
Androgen receptor binding	-	0.7988	79.88%
Thyroid receptor binding	-	0.7793	77.93%
Glucocorticoid receptor binding	-	0.7442	74.42%
Aromatase binding	-	0.8387	83.87%
PPAR gamma	-	0.5419	54.19%
Honey bee toxicity	-	0.9714	97.14%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.9751	97.51%

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	97.78%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.08%	90.17%
CHEMBL2581	P07339	Cathepsin D	92.31%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.05%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.00%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.57%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.46%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 194953
• LOTUS: LTS0019077
• wikiData: Q96581234