Pemoline

Details

• Internal ID: 6eaa0c4b-94ad-4c75-826b-b046ee992ed8
• Taxonomy: Benzenoids > Benzene and substituted derivatives
• IUPAC Name: 2-amino-5-phenyl-1,3-oxazol-4-one
• SMILES (Canonical): C1=CC=C(C=C1)C2C(=O)N=C(O2)N
• SMILES (Isomeric): C1=CC=C(C=C1)C2C(=O)N=C(O2)N
• InChI: InChI=1S/C9H8N2O2/c10-9-11-8(12)7(13-9)6-4-2-1-3-5-6/h1-5,7H,(H2,10,11,12)
• InChI Key: NRNCYVBFPDDJNE-UHFFFAOYSA-N
• Popularity: 1,358 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈N₂O₂
• Molecular Weight: 176.17 g/mol
• Exact Mass: 176.058577502 g/mol
• Topological Polar Surface Area (TPSA): 64.70 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.60
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• Phenoxazole
• Phenylisohydantoin
• Azoksodon
• Fenoxazol
• Azoxodon
• Dantromin
• Cylert
• Pemolin
• Tradon
• Azoxodone
• Centramin
• Deltamine
• 2152-34-3
• Hyton
• Nitan
• Kethamed
• Sigmadyn
• Stimulol
• Okodon
• Pioxol
• Pondex
• Sistra
• Stimul
• Tradone
• Volital
• Ronyl
• Phenylpseudohydantoin
• Pheniminooxazolidinone
• Betanamin
• Deltamin
• Myamin
• Constimol
• Endolin
• Phenalone
• Phenilone
• Pomoline
• Volitol
• Notair
• Hyton asa
• Juston-Wirkstoff
• Pemolina
• Senior
• Sistral
• Sofro
• 2-Imino-5-phenyl-4-oxazolidinone
• Pemolinum
• Yh 1
• 4(5H)-Oxazolone, 2-amino-5-phenyl-
• NPL 1
• 2-Amino-5-phenyl-4(5H)-oxazolone
• Abbott 13397
• 5-Phenylisohydantion
• 5-Phenyl-2-imino-4-oxazolidinone
• 5-Phenyl-2-imino-4-oxooxazolidine
• 2-Amino-5-phenyl-1,3-oxazol-4(5H)-one
• NSC-25159
• 4-Oxazolidinone, 2-imino-5-phenyl-
• 2-amino-5-phenyl-1,3-oxazol-4-one
• CHEBI:7953
• Pn/135
• FWH-352
• 2-Imino-4-keto-5-phenyltetrahydrooxazole
• LA 956
• PT 360
• NSC-169499
• YH-1
• 101053-01-4
• 2-Amino-5-phenyl-oxazol-4-one
• H 310
• CS 293
• LA-956
• PIO
• A 13397
• 2-Oxazolin-4-one, 2-amino-5-phenyl-
• 2-amino-5-phenyl-4-oxazolone
• 7GAQ2332NK
• DTXCID503427
• Fio
• DTXSID3023427
• C- 293
• H 3104
• NSC25159
• 2-amino-5-phenyl-2-oxazolin-4-one
• NSC169499
• 5-PHENYL-2-IMINOOXAZOLIDIN-4-ONE
• 2-IMINO-4-OXO-5-PHENYLOXAZOLIDINE
• PEMOLINE (MART.)
• PEMOLINE [MART.]
• WLN: T5OYMV EHJ BUM ER
• 5-Phenyl-2-imino-4-oxazolidine
• P 10
• SMR000238142
• CAS-2152-34-3
• 2-Amino-5-phenyl4(5H)-oxazolone
• Cylert (TN)
• PEMOLINE [HSDB]
• PEMOLINE [USAN]
• PEMOLINE [INN]
• PEMOLINE [JAN]
• PEMOLINE [MI]
• PEMOLINE [VANDF]
• PEMOLINE [WHO-DD]
• CHEMBL1177
• SCHEMBL41636
• Pemoline (JAN/USAN/INN)
• MLS000759491
• MLS001424026
• PEMOLINE [ORANGE BOOK]
• Pemoline, >=98% (HPLC)
• NRNCYVBFPDDJNE-UHFFFAOYSA-
• N06BA05
• HMS2051C08
• HMS3393C08
• 5-Phenyl-2-imino-4-oxo-oxazolidin
• Tox21_112509
• BDBM50248019
• AKOS005065730
• AKOS015888248
• Tox21_112509_1
• 2-azanyl-5-phenyl-1,3-oxazol-4-one
• CCG-100848
• DB01230
• NC00098
• NCGC00246967-01
• NCGC00246967-02
• AC-22513
• AS-17043
• C-293
• FT-0655727
• P0392
• 2-Amino-5-phenyl-1,3-oxazol-4(5H)-one #
• C07899
• D00744
• A800319
• A815446
• W-107545
• InChI=1/C9H8N2O2/c10-9-11-8(12)7(13-9)6-4-2-1-3-5-6/h1-5,7H,(H2,10,11,12)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.6056	60.56%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5635	56.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9691	96.91%
OATP1B3 inhibitior	+	0.9491	94.91%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9421	94.21%
P-glycoprotein inhibitior	-	0.9785	97.85%
P-glycoprotein substrate	-	0.9570	95.70%
CYP3A4 substrate	-	0.7267	72.67%
CYP2C9 substrate	+	0.6025	60.25%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.9730	97.30%
CYP2C9 inhibition	-	0.7351	73.51%
CYP2C19 inhibition	-	0.7174	71.74%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	+	0.5472	54.72%
CYP2C8 inhibition	-	0.8192	81.92%
CYP inhibitory promiscuity	-	0.8905	89.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6962	69.62%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8819	88.19%
Skin irritation	-	0.7592	75.92%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8526	85.26%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.9375	93.75%
skin sensitisation	-	0.8223	82.23%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6594	65.94%
Acute Oral Toxicity (c)	II	0.7407	74.07%
Estrogen receptor binding	-	0.8063	80.63%
Androgen receptor binding	+	0.5238	52.38%
Thyroid receptor binding	-	0.5204	52.04%
Glucocorticoid receptor binding	-	0.7446	74.46%
Aromatase binding	+	0.5601	56.01%
PPAR gamma	-	0.5745	57.45%
Honey bee toxicity	-	0.9193	91.93%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.9063	90.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.14%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.34%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.46%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	85.18%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.58%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	81.95%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	81.79%	90.17%

Plants that contains it

• Delphinium barbeyi
• Delphinium delavayi
• Delphinium occidentale
• Delphinium potaninii var. bonvalotii

Cross-Links

• PubChem: 4723
• LOTUS: LTS0094172
• wikiData: Q419008