Fumaramidmycin

Details

• Internal ID: ccafdcab-2710-4c77-9f4d-f5c246b9c465
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylacetamides
• IUPAC Name: (E)-N'-(2-phenylacetyl)but-2-enediamide
• SMILES (Canonical): C1=CC=C(C=C1)CC(=O)NC(=O)C=CC(=O)N
• SMILES (Isomeric): C1=CC=C(C=C1)CC(=O)NC(=O)/C=C/C(=O)N
• InChI: InChI=1S/C12H12N2O3/c13-10(15)6-7-11(16)14-12(17)8-9-4-2-1-3-5-9/h1-7H,8H2,(H2,13,15)(H,14,16,17)/b7-6+
• InChI Key: RPPKWABVORYKHA-VOTSOKGWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂N₂O₃
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.08479225 g/mol
• Topological Polar Surface Area (TPSA): 89.30 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.09
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 57687-92-0
• Antibiotic C 9154
• Ro 09-0049
• trans-N-(Phenylacetyl)-2-butenediamide
• BRN 2506249
• N-(Phenylacetyl)-2-butenediamide, (E)-
• C-9154
• (E)-N-(Phenylacetyl)-2-butenediamide
• 2-BUTENEDIAMIDE, N-(PHENYLACETYL)-, (E)-
• (E)-N'-(2-phenylacetyl)but-2-enediamide
• N-(phenylacetyl)fumaramide
• N-(phenylacetyl)-fumaramide
• N1-(2-phenylacetyl)fumaramide
• SCHEMBL9665038
• N-(2-phenylacetyl)but-2-enediamide
• NSC267024
• AKOS040746847
• NSC 267024
• NSC-267024
• LS-46951
• C 9154

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.6710	67.10%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5503	55.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9623	96.23%
OATP1B3 inhibitior	+	0.9573	95.73%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8759	87.59%
P-glycoprotein inhibitior	-	0.9813	98.13%
P-glycoprotein substrate	-	0.9335	93.35%
CYP3A4 substrate	-	0.6572	65.72%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	-	0.8261	82.61%
CYP3A4 inhibition	-	0.5340	53.40%
CYP2C9 inhibition	-	0.8995	89.95%
CYP2C19 inhibition	-	0.8749	87.49%
CYP2D6 inhibition	-	0.9042	90.42%
CYP1A2 inhibition	-	0.8534	85.34%
CYP2C8 inhibition	+	0.4786	47.86%
CYP inhibitory promiscuity	-	0.9020	90.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5800	58.00%
Carcinogenicity (trinary)	Non-required	0.6766	67.66%
Eye corrosion	-	0.9487	94.87%
Eye irritation	-	0.9192	91.92%
Skin irritation	-	0.8099	80.99%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6860	68.60%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.9019	90.19%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7036	70.36%
Acute Oral Toxicity (c)	III	0.7526	75.26%
Estrogen receptor binding	+	0.6478	64.78%
Androgen receptor binding	-	0.5553	55.53%
Thyroid receptor binding	-	0.7770	77.70%
Glucocorticoid receptor binding	-	0.5263	52.63%
Aromatase binding	+	0.7826	78.26%
PPAR gamma	-	0.5397	53.97%
Honey bee toxicity	-	0.9702	97.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.6811	68.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.71%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.98%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.21%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.05%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.07%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.93%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.42%	99.17%
CHEMBL3902	P09211	Glutathione S-transferase Pi	83.72%	93.81%
CHEMBL3401	O75469	Pregnane X receptor	83.22%	94.73%

Plants that contains it

• Rubus alceifolius

Cross-Links

• PubChem: 5970690
• NPASS: NPC271586
• LOTUS: LTS0255638
• wikiData: Q76313598