Thiourea

Details

• Internal ID: abfd3031-f20e-4526-b65e-62e839a94601
• Taxonomy: Organosulfur compounds > Thioureas
• IUPAC Name: thiourea
• SMILES (Canonical): C(=S)(N)N
• SMILES (Isomeric): C(=S)(N)N
• InChI: InChI=1S/CH4N2S/c2-1(3)4/h(H4,2,3,4)
• InChI Key: UMGDCJDMYOKAJW-UHFFFAOYSA-N
• Popularity: 28,852 references in papers

Physical and Chemical Properties

• Molecular Formula: CH₄N₂S
• Molecular Weight: 76.12 g/mol
• Exact Mass: 76.00951931 g/mol
• Topological Polar Surface Area (TPSA): 84.10 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.81
• H-Bond Acceptor: 1
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• Thiocarbamide
• 62-56-6
• 2-Thiourea
• Isothiourea
• Pseudothiourea
• Sulfourea
• Thiuronium
• Sulourea
• 2-Thiopseudourea
• Thiocarbonic acid diamide
• Urea, thio-
• Carbamimidothioic acid
• beta-Thiopseudourea
• Thiomocovina
• Urea, 2-thio-
• Tsizp 34
• Pseudourea, 2-thio-
• Thioharnstoff
• Thiokarbamid
• USAF EK-497
• carbonothioic diamide
• RCRA waste number U219
• Sulfouren
• Caswell No. 855
• NSC 5033
• Thiomocovina [Czech]
• CCRIS 588
• aminothioamide
• sulfocarbamide
• Thiurea
• GYV9AM2QAG
• thio urea
• thio-urea
• UNII-GYV9AM2QAG
• HSDB 1401
• RCRA waste no. U219
• 17356-08-0
• aminothiocarboxamide
• EINECS 200-543-5
• THU
• H2NC(S)NH2
• EPA Pesticide Chemical Code 080201
• .beta.-Thiopseudourea
• DTXSID9021348
• CHEBI:36946
• AI3-03582
• NSC-5033
• MFCD00008067
• (NH2)2CS
• CHEMBL260876
• DTXCID101348
• NSC5033
• EC 200-543-5
• THIOUREA (IARC)
• THIOUREA [IARC]
• TOU
• CAS-62-56-6
• S C (N H2)2
• PROPYLTHIOURACIL IMPURITY A (EP IMPURITY)
• PROPYLTHIOURACIL IMPURITY A [EP IMPURITY]
• THIOUREA, ACS
• thiopseudourea
• Tiourea
• 2-Thio-Pseudourea
• Thiocarbonic diamide
• 2-Thio-Urea
• beta -thiopseudourea
• Urea, 2-thio
• Caswell no 855
• THIOCARBMATE
• Thiourea, 99%
• thiourea; thiocarbamide
• THC (CHRIS Code)
• THIOUREA [HSDB]
• THIOUREA [INCI]
• WLN: ZYZUS
• Thiourea (thiocarbamide)
• THIOUREA [MI]
• THIOUREA [VANDF]
• Urea, thio- (8CI)
• THIOUREA [WHO-DD]
• THIOUREA--PROHIBITED
• Thiourea ACS Reagent Grade
• Thiourea, LR, >=98%
• MLS002454451
• BIDD:ER0582
• C-H4-N2-S
• HMS2234E12
• HMS3369M21
• AMY40190
• BCP27948
• STR00054
• Thiocarbamide,Isothiourea,2-Thiourea
• Tox21_201873
• Tox21_302767
• BDBM50229993
• STL194300
• Thiourea, ACS reagent, >=99.0%
• AKOS000269032
• AKOS028109302
• CCG-207963
• LS-1481
• UN 2877
• Thiourea, ReagentPlus(R), >=99.0%
• NCGC00091199-01
• NCGC00091199-02
• NCGC00091199-03
• NCGC00256530-01
• NCGC00259422-01
• Thiourea, >=99.999% (metals basis)
• BP-31025
• SMR000857187
• Thiourea, JIS special grade, >=98.0%
• Thiourea, p.a., ACS reagent, 99.0%
• FT-0675198
• T0445
• T2475
• T2835
• EN300-19634
• T-3650
• 10.14272/UMGDCJDMYOKAJW-UHFFFAOYSA-N.1
• A833853
• Q528995
• Thiourea, puriss. p.a., ACS reagent, >=99.0%
• doi:10.14272/UMGDCJDMYOKAJW-UHFFFAOYSA-N.1
• J-524966
• F0001-1650
• Thiourea, Pharmaceutical Secondary Standard; Certified Reference Material

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	-	0.5786	57.86%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.8571	85.71%
Subcellular localzation	Lysosomes	0.7130	71.30%
OATP2B1 inhibitior	-	0.8761	87.61%
OATP1B1 inhibitior	+	0.9847	98.47%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9488	94.88%
P-glycoprotein inhibitior	-	0.9879	98.79%
P-glycoprotein substrate	-	0.9926	99.26%
CYP3A4 substrate	-	0.8666	86.66%
CYP2C9 substrate	-	0.8151	81.51%
CYP2D6 substrate	-	0.7950	79.50%
CYP3A4 inhibition	-	0.9049	90.49%
CYP2C9 inhibition	-	0.7438	74.38%
CYP2C19 inhibition	-	0.8765	87.65%
CYP2D6 inhibition	-	0.9696	96.96%
CYP1A2 inhibition	-	0.7773	77.73%
CYP2C8 inhibition	-	0.9972	99.72%
CYP inhibitory promiscuity	-	0.8547	85.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5800	58.00%
Carcinogenicity (trinary)	Non-required	0.5253	52.53%
Eye corrosion	-	0.8529	85.29%
Eye irritation	+	0.9705	97.05%
Skin irritation	-	0.5533	55.33%
Skin corrosion	+	0.6161	61.61%
Ames mutagenesis	-	0.9054	90.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7699	76.99%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.7929	79.29%
skin sensitisation	-	0.5580	55.80%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5777	57.77%
Acute Oral Toxicity (c)	II	0.7109	71.09%
Estrogen receptor binding	-	0.9001	90.01%
Androgen receptor binding	-	0.9514	95.14%
Thyroid receptor binding	-	0.8477	84.77%
Glucocorticoid receptor binding	-	0.9327	93.27%
Aromatase binding	-	0.8783	87.83%
PPAR gamma	-	0.9102	91.02%
Honey bee toxicity	-	0.9302	93.02%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.6673	66.73%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3797	Q13315	Serine-protein kinase ATM	200 nM	IC50	PMID: 18077363
CHEMBL5024	Q13535	Serine-protein kinase ATR	200 nM	IC50	PMID: 18077363
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	398.1 nM; 398.1 nM; 398.1 nM	Potency; Potency; Potency	via CMAUP; via CMAUP; via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.63%	96.09%

Plants that contains it

• Amaranthus spinosus
• Piper dilatatum

Cross-Links

• PubChem: 2723790
• NPASS: NPC162045
• ChEMBL: CHEMBL260876