Phenyl Isothiocyanate

Details

• Internal ID: 567234e4-a23a-4ff5-9149-d5be40c7c532
• Taxonomy: Benzenoids > Benzene and substituted derivatives
• IUPAC Name: isothiocyanatobenzene
• SMILES (Canonical): C1=CC=C(C=C1)N=C=S
• SMILES (Isomeric): C1=CC=C(C=C1)N=C=S
• InChI: InChI=1S/C7H5NS/c9-6-8-7-4-2-1-3-5-7/h1-5H
• InChI Key: QKFJKGMPGYROCL-UHFFFAOYSA-N
• Popularity: 3,043 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₅NS
• Molecular Weight: 135.19 g/mol
• Exact Mass: 135.01427034 g/mol
• Topological Polar Surface Area (TPSA): 44.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• PHENYL ISOTHIOCYANATE
• 103-72-0
• Phenylisothiocyanate
• Benzene, isothiocyanato-
• Thiocarbanil
• PITC
• Isothiocyanic acid phenyl ester
• Benzene-1-isothiocyanate
• Phenylsenfoel
• Phenyl thioisocyanate
• Isothiocyanato-benzene
• Fenylisothiokyanat
• Isothiocyanic acid, phenyl ester
• USAF M-4
• Phenylsenfoel [German]
• Fenylisothiokyanat [Czech]
• NSC 5583
• CCRIS 3144
• CHEBI:85103
• EINECS 203-138-1
• BRN 0471392
• UNII-0D58F84LSU
• AI3-09310
• 0D58F84LSU
• DTXSID0021129
• NSC-5583
• 4-12-00-00867 (Beilstein Handbook Reference)
• Ylothane
• phenyisothiocyanate
• phenylisothiocynate
• Isothiocynatobenzene
• Phenyl sothocyanate
• phenyl isothiocynate
• phenylisothiocyanat-
• AKOS BBS-00004438
• isothiocynato benzene
• phenyl-isothiocyanate
• MFCD00004798
• phenyl isothio cyanate
• phenyl isothio-cyanate
• 1-Isothiocyanatobenzene
• WLN: SCNR
• SCHEMBL20984
• CHEMBL309036
• DTXCID501129
• NSC5583
• PHENYL ISOTHIOCYANATE [MI]
• BCP22726
• CS-B1640
• Tox21_201128
• BBL027476
• BDBM50073665
• STL281854
• AKOS000119287
• AM90356
• FS-4271
• LS-7649
• NCGC00248931-01
• NCGC00258680-01
• CAS-103-72-0
• Phenyl isothiocyanate, reagent grade, 98%
• FT-0627519
• I0191
• EN300-17278
• D77304
• A800790
• Q422311
• J-523934
• J-801008
• J-802269
• Phenyl isothiocyanate, 99%, for protein sequencing
• Z56904678
• F2121-0322
• InChI=1/C7H5NS/c9-6-8-7-4-2-1-3-5-7/h1-5
• Phenyl isothiocyanate, for protein sequence analysis, >=99.5% (GC)
• Phenyl isothiocyanate, Sigma Grade, 8.36 M, suitable for solid phase protein sequencing analysis, >=99% (GC), liquid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9704	97.04%
Caco-2	+	0.8538	85.38%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5664	56.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9677	96.77%
OATP1B3 inhibitior	+	0.9544	95.44%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9314	93.14%
P-glycoprotein inhibitior	-	0.9867	98.67%
P-glycoprotein substrate	-	0.9924	99.24%
CYP3A4 substrate	-	0.7676	76.76%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.6910	69.10%
CYP3A4 inhibition	-	0.9467	94.67%
CYP2C9 inhibition	-	0.9388	93.88%
CYP2C19 inhibition	-	0.5734	57.34%
CYP2D6 inhibition	-	0.8764	87.64%
CYP1A2 inhibition	+	0.7627	76.27%
CYP2C8 inhibition	-	0.8730	87.30%
CYP inhibitory promiscuity	+	0.5140	51.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5000	50.00%
Carcinogenicity (trinary)	Non-required	0.6921	69.21%
Eye corrosion	+	0.9846	98.46%
Eye irritation	+	0.9898	98.98%
Skin irritation	+	0.9037	90.37%
Skin corrosion	+	0.8427	84.27%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6925	69.25%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.9375	93.75%
skin sensitisation	+	0.8468	84.68%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.7778	77.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6182	61.82%
Acute Oral Toxicity (c)	II	0.6075	60.75%
Estrogen receptor binding	-	0.8232	82.32%
Androgen receptor binding	-	0.8512	85.12%
Thyroid receptor binding	-	0.7231	72.31%
Glucocorticoid receptor binding	-	0.7366	73.66%
Aromatase binding	-	0.6187	61.87%
PPAR gamma	-	0.7468	74.68%
Honey bee toxicity	-	0.7897	78.97%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.8600	86.00%
Fish aquatic toxicity	+	0.8627	86.27%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2085	P14174	Macrophage migration inhibitory factor	11000 nM	IC50	PMID: 25743213

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.44%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.96%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.61%	94.08%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.05%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.38%	95.56%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.53%	93.81%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.45%	86.33%

Plants that contains it

• Brassica juncea
• Panax quinquefolius

Cross-Links

• PubChem: 7673
• NPASS: NPC66775
• ChEMBL: CHEMBL309036