(S)-Cinnamoylphosphoramide

Details

• Internal ID: b7ad8092-64a4-478e-97a7-47b7f41d9706
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: methyl (E)-3-[4-[amino(methoxy)phosphoryl]oxyphenyl]prop-2-enoate
• InChI: InChI=1S/C11H14NO5P/c1-15-11(13)8-5-9-3-6-10(7-4-9)17-18(12,14)16-2/h3-8H,1-2H3,(H2,12,14)/b8-5+
• InChI Key: CAJXYSHKPQXVQG-VMPITWQZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄NO₅P
• Molecular Weight: 271.21 g/mol
• Exact Mass: 271.06095954 g/mol
• Topological Polar Surface Area (TPSA): 87.90 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• SCHEMBL16431090

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9745	97.45%
Caco-2	+	0.8488	84.88%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7122	71.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9615	96.15%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7294	72.94%
P-glycoprotein inhibitior	-	0.8430	84.30%
P-glycoprotein substrate	-	0.9156	91.56%
CYP3A4 substrate	-	0.5272	52.72%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8625	86.25%
CYP3A4 inhibition	-	0.7063	70.63%
CYP2C9 inhibition	-	0.7413	74.13%
CYP2C19 inhibition	-	0.6765	67.65%
CYP2D6 inhibition	-	0.9270	92.70%
CYP1A2 inhibition	+	0.5152	51.52%
CYP2C8 inhibition	-	0.7185	71.85%
CYP inhibitory promiscuity	-	0.9280	92.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5528	55.28%
Carcinogenicity (trinary)	Non-required	0.4798	47.98%
Eye corrosion	-	0.8506	85.06%
Eye irritation	+	0.5559	55.59%
Skin irritation	-	0.7556	75.56%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7097	70.97%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.6204	62.04%
skin sensitisation	-	0.9222	92.22%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.5555	55.55%
Acute Oral Toxicity (c)	II	0.5510	55.10%
Estrogen receptor binding	+	0.7181	71.81%
Androgen receptor binding	+	0.8075	80.75%
Thyroid receptor binding	-	0.6594	65.94%
Glucocorticoid receptor binding	-	0.4736	47.36%
Aromatase binding	+	0.7052	70.52%
PPAR gamma	-	0.7263	72.63%
Honey bee toxicity	+	0.5723	57.23%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9609	96.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.76%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.50%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.46%	95.56%
CHEMBL4208	P20618	Proteasome component C5	90.83%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.01%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.93%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.38%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	82.76%	90.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.05%	90.24%
CHEMBL3401	O75469	Pregnane X receptor	80.23%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102411445
• LOTUS: LTS0273526
• wikiData: Q75064231