4-Chlorobutyrophenone

Details

• Internal ID: 4ec7e506-8ec8-48d9-ae99-04c6d37fb42b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 4-chloro-1-phenylbutan-1-one
• SMILES (Canonical): C1=CC=C(C=C1)C(=O)CCCCl
• SMILES (Isomeric): C1=CC=C(C=C1)C(=O)CCCCl
• InChI: InChI=1S/C10H11ClO/c11-8-4-7-10(12)9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2
• InChI Key: GHEFQKHLHFXSBR-UHFFFAOYSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₁ClO
• Molecular Weight: 182.64 g/mol
• Exact Mass: 182.0498427 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 939-52-6
• gamma-Chlorobutyrophenone
• .gamma.-Chlorobutyrophenone
• 1-Butanone, 4-chloro-1-phenyl-
• .omega.-Chlorobutyrophenone
• NSC 76579
• omega-Chlorobutyrophenone
• RefChem:98569
• 213-362-1
• EINECS 213-362-1
• GHEFQKHLHFXSBR-UHFFFAOYSA-N
• 4-chloro-1-phenylbutan-1-one
• 4-chloro-1-oxo-1-phenylbutane
• MFCD00001005
• 4-Chloro-1-phenyl-1-butanone
• 1-Butanone,4-chloro-1-phenyl-
• NSC76579
• Chlorpropylphenylketon
• 4-chlorobutyrylbenzene
• 4-chlorobutyro-phenone
• 3-benzoylpropyl chloride
• Haloperidol Impurity N1
• QR9PK9JWG3
• 3-Chloropropyl phenyl ketone
• 4-chloro-1-phenylbutan-1one
• 4chloro-1-phenylbutan-1-one
• SCHEMBL318784
• 1-chloro-4-phenylbutan-4-one
• 1-phenyl-4-chlorobutan-1-one
• SCHEMBL7548631
• SCHEMBL9171284
• SCHEMBL27762539
• SCHEMBL28780268
• 1-phenyl-4-chloro-butan-1-one
• 4-chloro-1-phenyl-butan-1-one
• DTXSID10917236
• 4-Chloro-1-phenyl-1-butanone #
• ZINC1707951
• NSC-76579
• 4-Chlorobutyrophenone, technical grade
• AKOS000120406
• AS-57605
• SY274770
• ST50826623
• EN300-20277
• E75834
• F203613
• Q63393283
• Z104477558

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.9764	97.64%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	+	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8289	82.89%
OATP2B1 inhibitior	-	0.8702	87.02%
OATP1B1 inhibitior	+	0.9514	95.14%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8387	83.87%
P-glycoprotein inhibitior	-	0.9819	98.19%
P-glycoprotein substrate	-	0.9721	97.21%
CYP3A4 substrate	-	0.6806	68.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7144	71.44%
CYP3A4 inhibition	-	0.8924	89.24%
CYP2C9 inhibition	-	0.8514	85.14%
CYP2C19 inhibition	+	0.5654	56.54%
CYP2D6 inhibition	-	0.9073	90.73%
CYP1A2 inhibition	+	0.8485	84.85%
CYP2C8 inhibition	-	0.7615	76.15%
CYP inhibitory promiscuity	-	0.6736	67.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5744	57.44%
Carcinogenicity (trinary)	Non-required	0.7137	71.37%
Eye corrosion	+	0.9962	99.62%
Eye irritation	+	0.9952	99.52%
Skin irritation	+	0.8721	87.21%
Skin corrosion	+	0.9821	98.21%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7776	77.76%
Micronuclear	-	0.9715	97.15%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	+	0.6824	68.24%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	+	0.5675	56.75%
Acute Oral Toxicity (c)	III	0.4896	48.96%
Estrogen receptor binding	-	0.7406	74.06%
Androgen receptor binding	-	0.9198	91.98%
Thyroid receptor binding	-	0.8486	84.86%
Glucocorticoid receptor binding	-	0.9382	93.82%
Aromatase binding	-	0.6725	67.25%
PPAR gamma	-	0.5584	55.84%
Honey bee toxicity	-	0.9785	97.85%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.6241	62.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	92.90%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.12%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.78%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.01%	95.56%
CHEMBL3902	P09211	Glutathione S-transferase Pi	85.25%	93.81%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.28%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.15%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.99%	96.09%
CHEMBL4208	P20618	Proteasome component C5	80.79%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	80.31%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.27%	100.00%

Plants that contains it

• Syzygium aromaticum

Cross-Links

• PubChem: 253533
• NPASS: NPC49127