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Showing NP-Card for Thiourea (NP0337345)

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Record Information
Version2.0
Created at2024-09-11 10:25:39 UTC
Updated at2024-09-11 10:25:39 UTC
NP-MRD IDNP0337345
Secondary Accession NumbersNone
Natural Product Identification
Common NameThiourea
DescriptionThiourea, also known as thiocarbamid or aminothioamide, belongs to the class of organic compounds known as thioureas. These are organic compounds containing the thiourea functional group, a derivative of urea with the general structure (R1(N)R2C(=S)(R3)R4, R1-R4=H, alkyl, aryl), obtained by replacing the carbonyl group of urea with a thiocarbonyl group. This narrow range indicates that the C=S bond is insensitive to the nature of the substitutent. Thiourea is an extremely weak basic (essentially neutral) compound (based on its pKa). Thiourea was first documented in 1981 (PMID: 7196731). Thiourea is a potentially toxic compound (PMID: 12102173) (PMID: 19199594) (PMID: 1806570).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0337345 (Thiourea)


  Mrv0541 02241217082D          

  4  3  0  0  0  0            999 V2000
    0.0409   -0.6186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0409    0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7015    0.6186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7015    0.6186    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
M  END
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3D MOL for NP0337345 (Thiourea)

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3D SDF for NP0337345 (Thiourea)

  Mrv0541 02241217082D          

  4  3  0  0  0  0            999 V2000
    0.0409   -0.6186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0409    0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7015    0.6186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7015    0.6186    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0337345

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(N)=S

> <INCHI_IDENTIFIER>
InChI=1S/CH4N2S/c2-1(3)4/h(H4,2,3,4)

> <INCHI_KEY>
UMGDCJDMYOKAJW-UHFFFAOYSA-N

> <FORMULA>
CH4N2S

> <MOLECULAR_WEIGHT>
76.121

> <EXACT_MASS>
76.009518828

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
7.141024059749256

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
thiourea

> <ALOGPS_LOGP>
-1.07

> <JCHEM_LOGP>
-0.4739642773333333

> <ALOGPS_LOGS>
-0.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.873046384703176

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0000003721714186

> <JCHEM_POLAR_SURFACE_AREA>
52.04

> <JCHEM_REFRACTIVITY>
21.133499999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.12e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
thiourea

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0337345 (Thiourea)
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PDB for NP0337345 (Thiourea)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  N   UNK     0       0.076  -1.155   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       0.076   0.385   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -1.309   1.155   0.000  0.00  0.00           N+0
HETATM    4  S   UNK     0       1.309   1.155   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2                                                            
MASTER        0    0    0    0    0    0    0    0    4    0    6    0
END

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3D PDB for NP0337345 (Thiourea)
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SMILES for NP0337345 (Thiourea)
NC(N)=S
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INCHI for NP0337345 (Thiourea)
InChI=1S/CH4N2S/c2-1(3)4/h(H4,2,3,4)
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Synonyms
ValueSource
2-ThioureaChEBI
AminothioamideChEBI
AminothiocarboxamideChEBI
Carbonothioic diamideChEBI
H2NC(S)NH2ChEBI
ThiocarbamidChEBI
ThiocarbamideChEBI
Thiocarbonic acid diamideChEBI
ThioharnstoffChEBI
ThiokarbamidChEBI
tuChEBI
Thiocarbonate diamideGenerator
(NH2)2CSHMDB
2-Thio-pseudoureaHMDB
2-Thio-ureaHMDB
2-ThiopseudoureaHMDB
beta -ThiopseudoureaHMDB
beta-ThiopseudoureaHMDB
IsothioureaHMDB
PseudothioureaHMDB
SulfocarbamideHMDB
SulfoureaHMDB
SulfourenHMDB
SuloureaHMDB
Thio-ureaHMDB
Thiocarbonic diamideHMDB
ThiomocovinaHMDB
Thiourea, acsHMDB
ThiureaHMDB
ThiuroniumHMDB
THUHMDB
TOUHMDB
Tsizp 34HMDB
Urea, thio- (8ci)HMDB
Chemical FormulaCH4N2S
Average Mass76.1210 Da
Monoisotopic Mass76.00952 Da
IUPAC Namethiourea
Traditional Namethiourea
CAS Registry NumberNot Available
SMILES
NC(N)=S
InChI Identifier
InChI=1S/CH4N2S/c2-1(3)4/h(H4,2,3,4)
InChI KeyUMGDCJDMYOKAJW-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as thioureas. These are organic compounds containing the thiourea functional group, a derivative of urea with the general structure (R1(N)R2C(=S)(R3)R4, R1-R4=H, alkyl, aryl), obtained by replacing the carbonyl group of urea with a thiocarbonyl group.
KingdomOrganic compounds  
Super ClassOrganosulfur compounds  
ClassThioureas  
Sub ClassNot Available
Direct ParentThioureas  
Alternative Parents
Substituents
  • Thiourea
    • 

  • Organic nitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organonitrogen compound
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.1ALOGPS
logP-0.47ChemAxon
logS-0.55ALOGPS
pKa (Strongest Acidic)13.87ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area52.04 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity21.13 m³·mol⁻¹ChemAxon
Polarizability7.14 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0034155  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012439  
KNApSAcK IDNot Available
Chemspider ID2005981  
KEGG Compound IDC14415  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkThiourea  
METLIN IDNot Available
PubChem Compound2723790  
PDB IDTOU  
ChEBI ID36946  
Good Scents IDNot Available
References
General References
  1. Chakraborti T, Das S, Mandal M, Mandal A, Chakraborti S: Role of Ca2+-dependent metalloprotease-2 in stimulating Ca2+ ATPase activity under peroxynitrite treatment in bovine pulmonary artery smooth muscle membrane. IUBMB Life. 2002 Mar;53(3):167-73. doi: 10.1080/15216540212337. [PubMed:12102173  ] 
  2. Chen MH, Chen Z, Song BA, Bhadury PS, Yang S, Cai XJ, Hu DY, Xue W, Zeng S: Synthesis and antiviral activities of chiral thiourea derivatives containing an alpha-aminophosphonate moiety. J Agric Food Chem. 2009 Feb 25;57(4):1383-8. doi: 10.1021/jf803215t. [PubMed:19199594  ] 
  3. Shankar V, Pandeya SN: Synthesis of a series of new N1-[4-(4-nitrophenylthio)phenyl]-N3-(H/alkyl/acyl/aryl) thioureas and their antifungal, insecticidal and larvicidal activities. Arzneimittelforschung. 1981;31(5):753-6. doi: 10.1002/chin.198138168. [PubMed:7196731  ] 
  4. Vogelpoel FR, van Kooij RJ, te Velde ER, Verhoef J: Influence of polymorphonuclear granulocytes on the zona-free hamster oocyte assay. Hum Reprod. 1991 Sep;6(8):1104-7. doi: 10.1093/oxfordjournals.humrep.a137493. [PubMed:1806570  ]