4-Aminobiphenyl

Details

• Internal ID: 04ebe01c-96d3-4ba3-b5a4-6556a84e9a03
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
• IUPAC Name: 4-phenylaniline
• InChI: InChI=1S/C12H11N/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H,13H2
• InChI Key: DMVOXQPQNTYEKQ-UHFFFAOYSA-N
• Popularity: 1,631 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₁N
• Molecular Weight: 169.22 g/mol
• Exact Mass: 169.089149355 g/mol
• Topological Polar Surface Area (TPSA): 26.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.94
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 92-67-1
• 4-Phenylaniline
• 4-Aminodiphenyl
• 4-BIPHENYLAMINE
• [1,1'-Biphenyl]-4-amine
• biphenyl-4-amine
• Xenylamine
• p-Biphenylamine
• p-Phenylaniline
• 4-Biphenylylamine
• p-Aminobiphenyl
• p-Aminodiphenyl
• p-Xenylamine
• Biphenylamine
• Paraaminodiphenyl
• Xenylamin
• 4-Amino-1,1'-biphenyl
• 4-Aminodifenil
• Aniline, p-phenyl-
• 4-Aminobifenyl
• 4-Bifenylamin
• NSC 7660
• (1,1'-Biphenyl)-4-amine
• 1,1'-biphenyl-4-amine
• CHEBI:1784
• DTXSID5020071
• AI3-00124
• NSC-7660
• DTXCID9071
• 16054949HJ
• NSC7660
• RefChem:518559
• 202-177-1
• Biphenyl-4-ylamine
• Xenylamin [Czech]
• MFCD00007879
• 4-Bifenylamin [Czech]
• 4-Aminobifenyl [Czech]
• 4-Aminodifenil [Spanish]
• (4-phenyl-phenyl)-amine
• 4-AMINODIPHENYL-D9
• Xenylamin (czech)
• 4-phenylphenylamine
• biphenyl, 4-amino-
• 4-Aminodifenil (spanish)
• EN300-17141
• CCRIS 26
• 116267-93-7
• HSDB 1325
• EINECS 202-177-1
• BRN 0386533
• 4-Aminobiphenyl min. 93%
• (1,1'-Biphenyl-4-yl)amine
• p-Amino diphenyl
• para-aminobiphenyl
• 4-amino-biphenyl
• 4-phenyl aniline
• UNII-16054949HJ
• WLN: ZR DR
• SCHEMBL62469
• P-BIPHENYLAMINE [MI]
• 4-12-00-03241 (Beilstein Handbook Reference)
• MLS002303005
• CHEMBL44201
• SCHEMBL183523
• SCHEMBL273759
• SCHEMBL1176741
• SCHEMBL3149147
• SCHEMBL6607460
• SCHEMBL9316232
• 4-AMINOBIPHENYL [IARC]
• 4-BIPHENYLAMINE [HSDB]
• {[1,1'-Biphenyl]-4-amine}
• MSK1201
• BDBM626040
• HMS1722B15
• HMS3091M12
• AAA09267
• ALBB-025794
• CS-B0270
• QIA52772
• 4-Aminobiphenyl, analytical standard
• Tox21_200376
• SBB038604
• STK315364
• AKOS000114495
• GS-3083
• CAS-92-67-1
• NCGC00091372-01
• NCGC00091372-02
• NCGC00091372-03
• NCGC00257930-01
• BP-11958
• SMR000062444
• DB-002657
• 4-Aminobiphenyl 10 microg/mL in Cyclohexane
• NS00015359
• ST45028940
• [1,1'-biphenyl]-4-amine (ACD/Name 4.0)
• [1,1'-biphenyl]-4-ylamine (ACD/Name 4.0)
• 092A671
• A844308
• AC-907/25014308
• Q229922
• F0096-0021
• 1,1'-Biphenyl-4-amine; 4-Biphenylylamine; 4-Phenylaniline
• InChI=1/C12H11N/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H,13H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.9597	95.97%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.8714	87.14%
Subcellular localzation	Lysosomes	0.6595	65.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9866	98.66%
OATP1B3 inhibitior	+	0.9533	95.33%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7933	79.33%
P-glycoprotein inhibitior	-	0.9707	97.07%
P-glycoprotein substrate	-	0.9845	98.45%
CYP3A4 substrate	-	0.8600	86.00%
CYP2C9 substrate	-	0.7897	78.97%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.8657	86.57%
CYP2C9 inhibition	+	0.5990	59.90%
CYP2C19 inhibition	+	0.8637	86.37%
CYP2D6 inhibition	-	0.8415	84.15%
CYP1A2 inhibition	+	0.7969	79.69%
CYP2C8 inhibition	-	0.8445	84.45%
CYP inhibitory promiscuity	+	0.7562	75.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.6000	60.00%
Carcinogenicity (trinary)	Danger	0.4316	43.16%
Eye corrosion	+	0.5000	50.00%
Eye irritation	+	0.9949	99.49%
Skin irritation	-	0.5570	55.70%
Skin corrosion	-	0.8356	83.56%
Ames mutagenesis	+	0.8637	86.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7462	74.62%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.9250	92.50%
skin sensitisation	+	0.6898	68.98%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	-	0.9778	97.78%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.4578	45.78%
Acute Oral Toxicity (c)	III	0.8418	84.18%
Estrogen receptor binding	+	0.8619	86.19%
Androgen receptor binding	+	0.8951	89.51%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5427	54.27%
Aromatase binding	+	0.8316	83.16%
PPAR gamma	+	0.6417	64.17%
Honey bee toxicity	-	0.9300	93.00%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.9100	91.00%
Fish aquatic toxicity	+	0.9297	92.97%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL340	P08684	Cytochrome P450 3A4	12589.3 nM; 12589.3 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	39810.7 nM; 39810.7 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	28183.8 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.64%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.85%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.39%	95.50%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	86.47%	95.48%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.17%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.10%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.42%	91.11%
CHEMBL3959	P16083	Quinone reductase 2	84.29%	89.49%
CHEMBL2581	P07339	Cathepsin D	83.74%	98.95%
CHEMBL1944	P08473	Neprilysin	82.26%	92.63%
CHEMBL3761	Q9HCG7	Beta-glucosidase	80.56%	99.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 7102
• NPASS: NPC176858
• ChEMBL: CHEMBL44201