NP-MRD: Showing NP-Card for 3-({3-[(4-hydroxyphenyl)methanethioamido]-1-sulfanylpropylidene}amino)propanoic acid (NP0243715)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 04:19:34 UTC

Updated at

2022-09-07 04:19:34 UTC

NP-MRD ID

NP0243715

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-({3-[(4-hydroxyphenyl)methanethioamido]-1-sulfanylpropylidene}amino)propanoic acid

Description

SCHEMBL12655892 belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position. Based on a literature review very few articles have been published on SCHEMBL12655892.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.0236   -3.1775    1.3262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6941   -2.1484    1.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6682   -1.7602    1.9744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4528   -1.3638   -0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2952   -0.4145    0.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0020    0.3808   -1.0528 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0450    1.2065   -1.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7716    2.1479   -2.5354 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2127    1.3743    0.1361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2408    1.0574   -0.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9662    1.8241   -0.9611 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3462    1.5932   -1.1835 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1172    2.5150   -2.2953 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1039    0.5751   -0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5221   -0.5585   -1.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2485   -1.5563   -0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5553   -1.4000    0.8510 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2898   -2.3864    1.5404 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1419   -0.2679    1.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4146    0.7231    0.8641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7008   -0.7824    2.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2378   -2.0289   -1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3478   -0.7341   -0.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4160   -0.9910    0.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5654    0.2919    0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211    2.6776   -2.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6160    0.7839    0.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3393    2.4526    0.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7068    1.2292    0.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3258   -0.0265   -0.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4927    2.5669   -1.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3104   -0.7413   -2.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5819   -2.4470   -0.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6098   -3.2183    1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3613   -0.1122    2.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0742    1.6216    1.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 14  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 15 32  1  0
 16 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
M  END


  Mrv1652309072206192D          

 20 20  0  0  0  0            999 V2000
   -1.4289    0.8250    0.0000 O   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
   -0.7145   -0.4125    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
    0.0000   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   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
    2.1434   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 14 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0243715

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)CCN=C(S)CCNC(=S)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H16N2O3S2/c16-10-3-1-9(2-4-10)13(20)15-7-5-11(19)14-8-6-12(17)18/h1-4,16H,5-8H2,(H,14,19)(H,15,20)(H,17,18)

> <INCHI_KEY>
WAHHSQBSGKBALH-UHFFFAOYSA-N

> <FORMULA>
C13H16N2O3S2

> <MOLECULAR_WEIGHT>
312.4

> <EXACT_MASS>
312.060234731

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
32.08984670675359

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-({3-[(4-hydroxyphenyl)methanethioamido]-1-sulfanylpropylidene}amino)propanoic acid

> <JCHEM_LOGP>
0.4123339107435772

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.377683015180121

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.0012825183877165

> <JCHEM_PKA_STRONGEST_BASIC>
6.6615126077656575

> <JCHEM_POLAR_SURFACE_AREA>
81.92

> <JCHEM_REFRACTIVITY>
84.9405

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-({3-[(4-hydroxyphenyl)methanethioamido]-1-sulfanylpropylidene}amino)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       0.000  -3.080   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0      -1.334  -5.390   0.000  0.00  0.00           S+0
HETATM    9  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       4.001  -5.390   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   13  S   UNK     0       5.335  -3.080   0.000  0.00  0.00           S+0
HETATM   14  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   14                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₁₆N₂O₃S₂

Average Mass

312.4000 Da

Monoisotopic Mass

312.06023 Da

IUPAC Name

3-({3-[(4-hydroxyphenyl)methanethioamido]-1-sulfanylpropylidene}amino)propanoic acid

Traditional Name

3-({3-[(4-hydroxyphenyl)methanethioamido]-1-sulfanylpropylidene}amino)propanoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCN=C(S)CCNC(=S)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C13H16N2O3S2/c16-10-3-1-9(2-4-10)13(20)15-7-5-11(19)14-8-6-12(17)18/h1-4,16H,5-8H2,(H,14,19)(H,15,20)(H,17,18)

InChI Key

WAHHSQBSGKBALH-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-2-unsubstituted benzenoids

Direct Parent

1-hydroxy-2-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Thioamide
Alkylthiol
Carboxylic acid derivative
Carboxylic acid
Imidothioic acid or derivatives
Monocarboxylic acid or derivatives
Thiocarboxylic acid amide
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Thiocarbonyl group
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
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	0.41	ChemAxon
pKa (Strongest Acidic)	4	ChemAxon
pKa (Strongest Basic)	6.66	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	81.92 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	84.94 m³·mol⁻¹	ChemAxon
Polarizability	32.09 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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

136177006

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-({3-[(4-hydroxyphenyl)methanethioamido]-1-sulfanylpropylidene}amino)propanoic acid (NP0243715)

MOL for NP0243715 (3-({3-[(4-hydroxyphenyl)methanethioamido]-1-sulfanylpropylidene}amino)propanoic acid)

3D MOL for NP0243715 (3-({3-[(4-hydroxyphenyl)methanethioamido]-1-sulfanylpropylidene}amino)propanoic acid)

3D SDF for NP0243715 (3-({3-[(4-hydroxyphenyl)methanethioamido]-1-sulfanylpropylidene}amino)propanoic acid)

3D-SDF for NP0243715 (3-({3-[(4-hydroxyphenyl)methanethioamido]-1-sulfanylpropylidene}amino)propanoic acid)

PDB for NP0243715 (3-({3-[(4-hydroxyphenyl)methanethioamido]-1-sulfanylpropylidene}amino)propanoic acid)

3D PDB for NP0243715 (3-({3-[(4-hydroxyphenyl)methanethioamido]-1-sulfanylpropylidene}amino)propanoic acid)

SMILES for NP0243715 (3-({3-[(4-hydroxyphenyl)methanethioamido]-1-sulfanylpropylidene}amino)propanoic acid)

INCHI for NP0243715 (3-({3-[(4-hydroxyphenyl)methanethioamido]-1-sulfanylpropylidene}amino)propanoic acid)

Structure for NP0243715 (3-({3-[(4-hydroxyphenyl)methanethioamido]-1-sulfanylpropylidene}amino)propanoic acid)

3D Structure for NP0243715 (3-({3-[(4-hydroxyphenyl)methanethioamido]-1-sulfanylpropylidene}amino)propanoic acid)