NP-MRD: Showing NP-Card for Vasicol (NP0068343)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 13:29:16 UTC

Updated at

2022-04-28 13:29:16 UTC

NP-MRD ID

NP0068343

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Vasicol

Description

(S)-Vasicol belongs to the class of organic compounds known as aniline and substituted anilines. These are organic compounds containing an aminobenzene moiety. Vasicol is found in Adhatoda vasica, Adhotoda vasica, Mackinlaya macrosciadia F.Muell., Mackinlaya schlechteri and Mackinlaya subulata Philipson. Based on a literature review very few articles have been published on (S)-Vasicol.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 29 30  0  0  0  0  0  0  0  0999 V2000
    2.3667   -0.7478   -2.3488 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4005   -0.1639   -1.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6052    0.2407   -0.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6201    0.8035    0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4523    0.9651    1.4687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    0.5441    0.8776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2041   -0.0223   -0.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0418   -0.4722   -1.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2316   -0.2923   -0.2518 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8682   -1.1917    0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5781   -0.2467    1.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2340    0.6884    0.5858 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2021   -0.0175   -0.1091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0322    0.8801   -0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8588    1.9422   -0.9469 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4533   -1.7670   -2.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2534   -0.1000   -3.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5267    0.1080   -1.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5718    1.1137    1.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4450    1.4115    2.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3676    0.6689    1.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1086    0.0149   -2.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0748   -1.5708   -1.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6474   -1.7493    0.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1575   -1.8565    1.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3428   -0.7498    2.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8694    0.3548    2.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5740    1.6197    1.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8616   -0.4079   -0.9552 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
  7  2  1  0
 14  9  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
  8 22  1  0
  8 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  1
 13 29  1  0
M  END


  Mrv1652304282215292D          

 15 16  0  0  1  0            999 V2000
    1.5356    5.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5356    4.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8212    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067    4.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067    5.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8212    6.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    6.0027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    3.5277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0597    3.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953    2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0203    2.2581    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2752    3.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0598    3.2977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5052    1.5907    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
  5  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  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  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  2  0  0  0  0
 12 15  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0068343

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC1=CC=CC=C1CN1CC[C@H](O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H14N2O2/c12-9-4-2-1-3-8(9)7-13-6-5-10(14)11(13)15/h1-4,10,14H,5-7,12H2/t10-/m0/s1

> <INCHI_KEY>
RMYSBMSWMABVQT-JTQLQIEISA-N

> <FORMULA>
C11H14N2O2

> <MOLECULAR_WEIGHT>
206.245

> <EXACT_MASS>
206.105527699

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
21.222426872190823

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S)-1-[(2-aminophenyl)methyl]-3-hydroxypyrrolidin-2-one

> <ALOGPS_LOGP>
-0.09

> <JCHEM_LOGP>
-0.40424599599999966

> <ALOGPS_LOGS>
-0.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.128432751587408

> <JCHEM_PKA_STRONGEST_BASIC>
3.5486880945075887

> <JCHEM_POLAR_SURFACE_AREA>
66.56

> <JCHEM_REFRACTIVITY>
57.91620000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.93e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-1-[(2-aminophenyl)methyl]-3-hydroxypyrrolidin-2-one

> <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       2.867  10.435   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.867   8.895   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.533   8.125   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.199   8.895   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.199  10.435   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.533  11.205   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.134  11.205   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.134   8.125   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -1.134   6.585   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       0.111   5.680   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.364   4.215   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.904   4.215   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.380   5.680   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.845   6.156   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -2.810   2.969   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5                                                            
CONECT    8    4    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12    9   14                                                  
CONECT   14   13                                                            
CONECT   15   12                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₄N₂O₂

Average Mass

206.2450 Da

Monoisotopic Mass

206.10553 Da

IUPAC Name

(3S)-1-[(2-aminophenyl)methyl]-3-hydroxypyrrolidin-2-one

Traditional Name

(3S)-1-[(2-aminophenyl)methyl]-3-hydroxypyrrolidin-2-one

CAS Registry Number

Not Available

SMILES

NC1=CC=CC=C1CN1CC[C@H](O)C1=O

InChI Identifier

InChI=1S/C11H14N2O2/c12-9-4-2-1-3-8(9)7-13-6-5-10(14)11(13)15/h1-4,10,14H,5-7,12H2/t10-/m0/s1

InChI Key

RMYSBMSWMABVQT-JTQLQIEISA-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
Adhatoda vasica	Plant	KNApSAcK
Adhotoda vasica	Plant	KNApSAcK
Mackinlaya macrosciadia F.Muell.	Plant	KNApSAcK
Mackinlaya schlechteri	LOTUS Database	35616633
Mackinlaya subulata Philipson	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aniline and substituted anilines. These are organic compounds containing an aminobenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Aniline and substituted anilines

Direct Parent

Aniline and substituted anilines

Alternative Parents

Substituents

Aniline or substituted anilines
Pyrrolidone
2-pyrrolidone
N-alkylpyrrolidine
Pyrrolidine
Tertiary carboxylic acid amide
Carboxamide group
Lactam
Secondary alcohol
Amino acid or derivatives
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organic oxide
Amine
Alcohol
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	-0.09	ALOGPS
logP	-0.4	ChemAxon
logS	-0.62	ALOGPS
pKa (Strongest Acidic)	13.13	ChemAxon
pKa (Strongest Basic)	3.55	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.56 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	57.92 m³·mol⁻¹	ChemAxon
Polarizability	21.22 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

557859

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

642668

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Vasicol (NP0068343)

MOL for NP0068343 (Vasicol)

3D MOL for NP0068343 (Vasicol)

3D SDF for NP0068343 (Vasicol)

3D-SDF for NP0068343 (Vasicol)

PDB for NP0068343 (Vasicol)

3D PDB for NP0068343 (Vasicol)

SMILES for NP0068343 (Vasicol)

INCHI for NP0068343 (Vasicol)

Structure for NP0068343 (Vasicol)

3D Structure for NP0068343 (Vasicol)