NP-MRD: Showing NP-Card for Craniformin (NP0066462)

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Record Information

Version

2.0

Created at

2022-04-28 10:43:39 UTC

Updated at

2022-04-28 10:43:39 UTC

NP-MRD ID

NP0066462

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Craniformin

Description

(E)-N-{[4-hydroxy-2-methanesulfonyl-6-(methylsulfanyl)phenyl]imino}carbamimidic acid belongs to the class of organic compounds known as benzenesulfonyl compounds. These are aromatic compounds containing a benzenesulfonyl group, which consists of a monocyclic benzene moiety that carries a sulfonyl group. Craniformin is found in Calvatia craniformis SCHW. Based on a literature review very few articles have been published on (E)-N-{[4-hydroxy-2-methanesulfonyl-6-(methylsulfanyl)phenyl]imino}carbamimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 29 29  0  0  0  0  0  0  0  0999 V2000
   -1.0319    3.3971    1.6349 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1162    2.9848    0.2910 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5013    1.5077   -0.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3791    1.6242   -1.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8635    0.4935   -2.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7532    0.6346   -3.1844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4493   -0.7299   -1.6602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5721   -0.8908   -0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0281   -2.4131   -0.0033 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.7038   -3.7944   -0.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4731   -2.5198    0.0246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4758   -2.4955    1.4481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1107    0.2729   -0.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7998    0.1812    1.0428 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0648    0.0435    0.8541 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9805   -0.0487    1.9412 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2974    0.4339    1.7169 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6721   -0.5267    3.0546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6274    4.2891    1.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7667    2.5973    1.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4882    3.5751    2.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6829    2.6151   -1.8631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0455    1.5430   -3.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8337   -1.6199   -2.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0329   -3.5589   -1.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0085   -4.6653   -0.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6171   -4.1665   -0.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7775    0.8926    2.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7905    0.3438    0.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  9 12  2  0
 13  3  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
 17 28  1  0
 17 29  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
M  END


  Mrv1652304282212432D          

 18 18  0  0  0  0            999 V2000
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  4 16  1  0  0  0  0
 16 17  1  0  0  0  0
  2 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0066462

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CSC1=CC(O)=CC(=C1\N=N\C(N)=O)S(C)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H11N3O4S2/c1-17-6-3-5(13)4-7(18(2,15)16)8(6)11-12-9(10)14/h3-4,13H,1-2H3,(H2,10,14)/b12-11+

> <INCHI_KEY>
QWZDFNVHXWEVJD-VAWYXSNFSA-N

> <FORMULA>
C9H11N3O4S2

> <MOLECULAR_WEIGHT>
289.32

> <EXACT_MASS>
289.019098194

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
26.43962487237218

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(E)-{[4-hydroxy-2-methanesulfonyl-6-(methylsulfanyl)phenyl]imino}urea

> <ALOGPS_LOGP>
1.26

> <JCHEM_LOGP>
0.43153520133333356

> <ALOGPS_LOGS>
-2.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.533614847466932

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.115685943253695

> <JCHEM_PKA_STRONGEST_BASIC>
-4.130546880808169

> <JCHEM_POLAR_SURFACE_AREA>
122.18

> <JCHEM_REFRACTIVITY>
70.4745

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.52e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(E)-[4-hydroxy-2-methanesulfonyl-6-(methylsulfanyl)phenyl]iminourea

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0       1.334   3.850   0.000  0.00  0.00           S+0
HETATM    8  O   UNK     0       1.334   5.390   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.874   3.850   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.206   3.850   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -1.334   2.310   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      -1.334   3.850   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.667   6.160   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0      -4.001   3.850   0.000  0.00  0.00           N+0
HETATM   16  S   UNK     0      -1.334  -0.770   0.000  0.00  0.00           S+0
HETATM   17  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   16                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11    5   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    4   17                                                       
CONECT   17   16                                                            
CONECT   18    2                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

View in JSmol

Synonyms

Value	Source
(e)-N-{[4-hydroxy-2-methanesulfonyl-6-(methylsulfanyl)phenyl]imino}carbamimidate	Generator
(e)-N-{[4-hydroxy-2-methanesulphonyl-6-(methylsulphanyl)phenyl]imino}carbamimidate	Generator
(e)-N-{[4-hydroxy-2-methanesulphonyl-6-(methylsulphanyl)phenyl]imino}carbamimidic acid	Generator

Chemical Formula

C₉H₁₁N₃O₄S₂

Average Mass

289.3200 Da

Monoisotopic Mass

289.01910 Da

IUPAC Name

(E)-{[4-hydroxy-2-methanesulfonyl-6-(methylsulfanyl)phenyl]imino}urea

Traditional Name

(E)-[4-hydroxy-2-methanesulfonyl-6-(methylsulfanyl)phenyl]iminourea

CAS Registry Number

Not Available

SMILES

CSC1=CC(O)=CC(=C1\N=N\C(N)=O)S(C)(=O)=O

InChI Identifier

InChI=1S/C9H11N3O4S2/c1-17-6-3-5(13)4-7(18(2,15)16)8(6)11-12-9(10)14/h3-4,13H,1-2H3,(H2,10,14)/b12-11+

InChI Key

QWZDFNVHXWEVJD-VAWYXSNFSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Calvatia craniformis SCHW.	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzenesulfonyl compounds. These are aromatic compounds containing a benzenesulfonyl group, which consists of a monocyclic benzene moiety that carries a sulfonyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonyl compounds

Direct Parent

Benzenesulfonyl compounds

Alternative Parents

Substituents

Benzenesulfonyl group
Aryl thioether
Thiophenol ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkylarylthioether
Sulfone
Sulfonyl
Azo compound
Carbonic acid derivative
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Sulfenyl compound
Thioether
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.26	ALOGPS
logP	0.43	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	8.12	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	122.18 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	70.47 m³·mol⁻¹	ChemAxon
Polarizability	26.44 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00024013

Chemspider ID

21211597

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Craniformin (NP0066462)

MOL for NP0066462 (Craniformin)

3D MOL for NP0066462 (Craniformin)

3D SDF for NP0066462 (Craniformin)

3D-SDF for NP0066462 (Craniformin)

PDB for NP0066462 (Craniformin)

3D PDB for NP0066462 (Craniformin)

SMILES for NP0066462 (Craniformin)

INCHI for NP0066462 (Craniformin)

Structure for NP0066462 (Craniformin)

3D Structure for NP0066462 (Craniformin)