Diphenylacetylene

Details

• Internal ID: 842773ff-de2a-4b74-ae90-c6a46ca2c8a0
• Taxonomy: Benzenoids > Benzene and substituted derivatives
• IUPAC Name: 2-phenylethynylbenzene
• SMILES (Canonical): C1=CC=C(C=C1)C#CC2=CC=CC=C2
• SMILES (Isomeric): C1=CC=C(C=C1)C#CC2=CC=CC=C2
• InChI: InChI=1S/C14H10/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-10H
• InChI Key: JRXXLCKWQFKACW-UHFFFAOYSA-N
• Popularity: 2,283 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀
• Molecular Weight: 178.23 g/mol
• Exact Mass: 178.078250319 g/mol
• Topological Polar Surface Area (TPSA): 0.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 501-65-5
• Tolan
• 1,2-diphenylethyne
• Diphenylethyne
• Tolane
• 1,2-Diphenylacetylene
• Biphenylacetylene
• diphenyl acetylene
• 2-phenylethynylbenzene
• Benzene, 1,1'-(1,2-ethynediyl)bis-
• Ethyne, diphenyl-
• (2-phenylethynyl)benzene
• 1,1'-ethyne-1,2-diyldibenzene
• Acetylene, diphenyl-
• (Phenylethynyl)benzene
• CHEBI:51579
• NSC 5185
• UNII-Y70JA8HB75
• Y70JA8HB75
• DIPHENYLACETYLENE-D 10
• NSC-5185
• EINECS 207-926-6
• MFCD00004786
• AI3-04360
• 1,2-diphenyl ethyne
• Diphenylacetylene, 98%
• diphenyl-acetylene
• Biphenyl acetylene
• (Phenylethynyl)benzene #
• TOLAN [MI]
• YSWG033
• CHEMBL223309
• DTXSID4060109
• 1-(2-phenyl-1-ethynyl)benzene
• NSC5185
• Benzene,1'-(1,2-ethynediyl)bis-
• BDBM50476289
• STL453635
• AKOS004901131
• CS-W017313
• FD10621
• 1,1-(1,2-ETHYNEDIYL)BISBENZENE
• AC-18803
• AS-56973
• SY012762
• D0871
• FT-0625223
• EN300-19945
• Q902100
• J-520382
• J-650163
• InChI=1/C14H10/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-10
• (Phenylethynyl)benzene;1,1'-(1,2-Ethanediyl)bisbenzene;1,1?-(1,2-ethynediyl)bis-benzen;1,1?-(1,2-Ethynediyl)bisbenzene;1,2-Diphenylacetylene
• 25989-14-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.8535	85.35%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.8571	85.71%
Subcellular localzation	Mitochondria	0.4642	46.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9760	97.60%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6584	65.84%
P-glycoprotein inhibitior	-	0.9771	97.71%
P-glycoprotein substrate	-	0.9954	99.54%
CYP3A4 substrate	-	0.8319	83.19%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.7408	74.08%
CYP3A4 inhibition	-	0.9323	93.23%
CYP2C9 inhibition	-	0.6096	60.96%
CYP2C19 inhibition	-	0.6625	66.25%
CYP2D6 inhibition	-	0.9590	95.90%
CYP1A2 inhibition	+	0.6894	68.94%
CYP2C8 inhibition	-	0.8903	89.03%
CYP inhibitory promiscuity	+	0.7201	72.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5500	55.00%
Carcinogenicity (trinary)	Warning	0.3814	38.14%
Eye corrosion	+	0.8307	83.07%
Eye irritation	+	0.9886	98.86%
Skin irritation	+	0.8668	86.68%
Skin corrosion	-	0.7102	71.02%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6871	68.71%
Micronuclear	-	0.8813	88.13%
Hepatotoxicity	+	0.9125	91.25%
skin sensitisation	+	0.9250	92.50%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.8889	88.89%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	+	0.5778	57.78%
Acute Oral Toxicity (c)	III	0.7972	79.72%
Estrogen receptor binding	+	0.6668	66.68%
Androgen receptor binding	-	0.5897	58.97%
Thyroid receptor binding	-	0.5304	53.04%
Glucocorticoid receptor binding	-	0.5927	59.27%
Aromatase binding	+	0.8915	89.15%
PPAR gamma	+	0.7956	79.56%
Honey bee toxicity	-	0.9391	93.91%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.8400	84.00%
Fish aquatic toxicity	+	0.9800	98.00%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2487	P05067	Beta amyloid A4 protein	175 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.67%	94.62%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	94.67%	96.42%
CHEMBL221	P23219	Cyclooxygenase-1	90.12%	90.17%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	82.94%	92.67%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.45%	94.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.24%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.17%	91.11%

Plants that contains it

• Atractylodes lancea
• Atractylodes macrocephala

Cross-Links

• PubChem: 10390
• NPASS: NPC200745
• ChEMBL: CHEMBL223309