N-Phenylpropanamide

Details

• Internal ID: e9fa716b-7b68-4a6d-a473-7038cbbfe403
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Anilides
• IUPAC Name: N-phenylpropanamide
• SMILES (Canonical): CCC(=O)NC1=CC=CC=C1
• SMILES (Isomeric): CCC(=O)NC1=CC=CC=C1
• InChI: InChI=1S/C9H11NO/c1-2-9(11)10-8-6-4-3-5-7-8/h3-7H,2H2,1H3,(H,10,11)
• InChI Key: ZTHRQJQJODGZHV-UHFFFAOYSA-N
• Popularity: 120 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.19 g/mol
• Exact Mass: 149.084063974 g/mol
• Topological Polar Surface Area (TPSA): 29.10 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.04
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 2-Methylacetanilide
• N-Phenylpropanamide
• N-Phenylpropionamide
• 620-71-3
• PROPIONANILIDE
• Propanamide, N-phenyl-
• Propionamide, N-phenyl-
• NSC 58952
• UYP5ZQI00T
• R 50977
• MFCD00092530
• NSC-58952
• 1346598-63-7
• N-phenyl-propionamide
• EINECS 210-649-3
• UNII-UYP5ZQI00T
• BRN 2207039
• Methylacetanilid
• Fentanyl Imp. G (EP); N-Phenylpropanamide; Fentanyl Impurity G; Remifentanil Hydrochloride Impurity O; Remifentanil Impurity O; Remifentanil Impurity O
• N-Phenylpropanamide #
• CH3CH2CONHPh
• WLN: ZVMR
• SCHEMBL2592
• SCHEMBL9706
• SCHEMBL98001
• 4-12-00-00385 (Beilstein Handbook Reference)
• MLS001076193
• SCHEMBL359542
• SCHEMBL1046146
• SCHEMBL1133942
• SCHEMBL1185133
• SCHEMBL4628070
• SCHEMBL4629132
• SCHEMBL7067134
• CHEMBL1870645
• DTXSID0060721
• KS-00003WHV
• ZTHRQJQJODGZHV-UHFFFAOYSA-
• HMS2269F06
• NSC58952
• STK060543
• AKOS000492800
• FP26998
• N-PHENYLPROPANAMIDE [NFLIS-DRUG]
• NCGC00247442-01
• AS-57336
• FENTANYL IMPURITY G [EP IMPURITY]
• SMR000639131
• ST086597
• DB-054050
• A8585
• NS00034902
• E79449
• EN300-218949
• Propionanilide;N-Phenylpropionamide;NSC 58952
• R-50977
• I01-9008
• Q26840807
• REMIFENTANIL HYDROCHLORIDE IMPURITY O [EP IMPURITY]
• InChI=1/C9H11NO/c1-2-9(11)10-8-6-4-3-5-7-8/h3-7H,2H2,1H3,(H,10,11)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.7918	79.18%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4267	42.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9574	95.74%
OATP1B3 inhibitior	+	0.9544	95.44%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8231	82.31%
P-glycoprotein inhibitior	-	0.9940	99.40%
P-glycoprotein substrate	-	0.9678	96.78%
CYP3A4 substrate	-	0.7491	74.91%
CYP2C9 substrate	+	0.5385	53.85%
CYP2D6 substrate	-	0.8112	81.12%
CYP3A4 inhibition	-	0.9353	93.53%
CYP2C9 inhibition	-	0.6709	67.09%
CYP2C19 inhibition	+	0.5530	55.30%
CYP2D6 inhibition	-	0.8416	84.16%
CYP1A2 inhibition	+	0.9067	90.67%
CYP2C8 inhibition	-	0.8289	82.89%
CYP inhibitory promiscuity	-	0.5282	52.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5700	57.00%
Carcinogenicity (trinary)	Non-required	0.7224	72.24%
Eye corrosion	-	0.8587	85.87%
Eye irritation	+	0.9711	97.11%
Skin irritation	-	0.6814	68.14%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8306	83.06%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8112	81.12%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5224	52.24%
Estrogen receptor binding	-	0.8038	80.38%
Androgen receptor binding	-	0.5504	55.04%
Thyroid receptor binding	-	0.6905	69.05%
Glucocorticoid receptor binding	-	0.8824	88.24%
Aromatase binding	-	0.7556	75.56%
PPAR gamma	-	0.5879	58.79%
Honey bee toxicity	-	0.9953	99.53%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.6765	67.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	91.39%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.58%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.54%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.86%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.60%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.36%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.31%	86.33%

Plants that contains it

• Rosa transmorrisonensis

Cross-Links

• PubChem: 12107
• NPASS: NPC15839