Moxalactam

Details

• Internal ID: d5bf5bd4-f161-46d7-89d1-0e92fb20192d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids and derivatives
• IUPAC Name: (6R,7R)-7-[[2-carboxy-2-(4-hydroxyphenyl)acetyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• InChI: InChI=1S/C20H20N6O9S/c1-25-19(22-23-24-25)36-8-10-7-35-18-20(34-2,17(33)26(18)13(10)16(31)32)21-14(28)12(15(29)30)9-3-5-11(27)6-4-9/h3-6,12,18,27H,7-8H2,1-2H3,(H,21,28)(H,29,30)(H,31,32)/t12?,18-,20+/m1/s1
• InChI Key: JWCSIUVGFCSJCK-CAVRMKNVSA-N
• Popularity: 1,766 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀N₆O₉S
• Molecular Weight: 520.50 g/mol
• Exact Mass: 520.10124741 g/mol
• Topological Polar Surface Area (TPSA): 232.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.13
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

• moxalactam
• 64952-97-2
• Lamoxactam
• Latamoxefum
• Oxa-cephem
• Festamoxin
• Moxam
• LMOX
• Latamoxef (INN)
• CHEBI:599928
• VUF6C936Z3
• (6R,7R)-7-[[2-carboxy-2-(4-hydroxyphenyl)acetyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• LATAMOXEF [INN]
• 64952-97-2 (FREE ACID)
• Latamoxefum [INN-Latin]
• Listeria mox supplement
• 6059-S
• Latamoxef [INN:BAN]
• (6R,7R)-7-[2-carboxy-2-(4-hydroxyphenyl)acetamido]-7-methoxy-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• EINECS 265-287-9
• UNII-VUF6C936Z3
• 79120-38-0
• Spectrum_000971
• LATAMOXEF [JAN]
• MOXALACTAM [MI]
• Prestwick0_000819
• Prestwick1_000819
• Prestwick2_000819
• Spectrum2_001067
• Spectrum3_000510
• Spectrum4_000064
• Spectrum5_001371
• MOXALACTAMSUPPLEMENT
• MOXALACTAM [VANDF]
• Epitope ID:180870
• LATAMOXEF [WHO-DD]
• BSPBio_002039
• KBioGR_000587
• KBioSS_001451
• (6R-(6alpha,7alpha,7(S*)))-7-((Carboxy(4-hydroxyphenyl)acetyl)amino)-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-oxa-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
• 7beta-(2-Carboxy-2-(4-hydroxyphenyl)acetamido)-7alpha-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-1-oxa-1-dethia-3-cephem-4-carboxylic acid
• CHEMBL74632
• DivK1c_000909
• SCHEMBL194012
• SPBio_001054
• SPBio_002638
• DTXSID9023338
• GTPL12031
• KBio1_000909
• KBio2_001451
• KBio2_004019
• KBio2_006587
• KBio3_001539
• NINDS_000909
• BCP12584
• BDBM50370589
• DB04570
• Moxalactam Supplement, for microbiology
• IDI1_000909
• SMP1_000200
• (6R,7R)-7-{[carboxy(4-hydroxyphenyl)acetyl]amino}-7-(methyloxy)-3-{[(1-methyl-1H-tetrazol-5-yl)thio]methyl}-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6R,7R)-7-{[carboxy(4-hydroxyphenyl)acetyl]amino}-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 5-Oxa-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((carboxy(4-hydroxyphenyl)acetyl)amino)-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-
• 7-((Carboxy(4-hydroxyphenyl)acetyl)amino)-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-oxa-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid (6R-(6alpha,7alpha,7(S*)))-
• SBI-0051450.P003
• C07231
• D08109
• A867780
• EN300-19651960
• Q3827439
• (6R,7R)-7-((CARBOXY(4-HYDROXYPHENYL)ACETYL)AMINO)-7-METHOXY-3-(((1-METHYL-1H-TETRAZOL-5-YL)THIO)METHYL)-8-OXO-5-OXA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID
• (6R,7R)-7-(2-carboxy-2-(4-hydroxyphenyl)acetamido)-7-methoxy-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6R,7R)-7-[[3-hydroxy-2-(4-hydroxyphenyl)-3-oxo-propanoyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 5-OXA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7-((CARBOXY(4-HYDROXYPHENYL)ACETYL)AMINO)-7-METHOXY-3-(((1-METHYL-1H-TETRAZOL-5-YL)THIO)METHYL)-8-OXO-, (6R,7R)-
• 5-Oxa-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((carboxy(4-hydroxyphenyl)acetyl)amino)-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-, (6R-(6alpha,7alpha,7(S*)))-
• 5-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[carboxy(4-hydroxyphenyl)acetyl]amino]-7methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9659	96.59%
Caco-2	-	0.8881	88.81%
Blood Brain Barrier	-	1.0000	100.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4605	46.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9231	92.31%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6086	60.86%
P-glycoprotein inhibitior	-	0.4672	46.72%
P-glycoprotein substrate	+	0.7957	79.57%
CYP3A4 substrate	+	0.6633	66.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8764	87.64%
CYP3A4 inhibition	+	0.5245	52.45%
CYP2C9 inhibition	-	0.7409	74.09%
CYP2C19 inhibition	-	0.7233	72.33%
CYP2D6 inhibition	-	0.8614	86.14%
CYP1A2 inhibition	-	0.8075	80.75%
CYP2C8 inhibition	+	0.6164	61.64%
CYP inhibitory promiscuity	+	0.6840	68.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5112	51.12%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9541	95.41%
Skin irritation	-	0.7620	76.20%
Skin corrosion	-	0.9201	92.01%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7075	70.75%
Micronuclear	+	0.9600	96.00%
Hepatotoxicity	+	0.9500	95.00%
skin sensitisation	-	0.8387	83.87%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.6570	65.70%
Acute Oral Toxicity (c)	III	0.4982	49.82%
Estrogen receptor binding	+	0.7176	71.76%
Androgen receptor binding	+	0.6855	68.55%
Thyroid receptor binding	+	0.5312	53.12%
Glucocorticoid receptor binding	-	0.8661	86.61%
Aromatase binding	+	0.5805	58.05%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7399	73.99%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9764	97.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.40%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.33%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.47%	98.95%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	93.66%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.51%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.39%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	87.98%	83.82%
CHEMBL4208	P20618	Proteasome component C5	86.67%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.39%	86.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.16%	100.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	84.09%	92.29%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.62%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.30%	85.14%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.16%	89.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.04%	99.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.34%	97.28%
CHEMBL4072	P07858	Cathepsin B	81.04%	93.67%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.14%	85.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 47499
• LOTUS: LTS0144391
• wikiData: Q3827439