NP-MRD: Showing NP-Card for deacetylanisomycin (NP0262347)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 05:06:06 UTC

Updated at

2022-09-08 05:06:06 UTC

NP-MRD ID

NP0262347

Secondary Accession Numbers

None

Natural Product Identification

Common Name

deacetylanisomycin

Description

Deacetylanisomycin belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. deacetylanisomycin was first documented in 2005 (PMID: 15876100). Based on a literature review very few articles have been published on Deacetylanisomycin.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 34  0  0  0  0  0  0  0  0999 V2000
    5.3604   -0.7279    0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6729   -0.2159   -0.5718 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3206    0.0954   -0.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7093    0.5897   -1.6332 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3741    0.8986   -1.5676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6334    0.7266   -0.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7990    1.0581   -0.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6842   -0.1123   -0.6964 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4566   -1.2156    0.1950 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6647   -1.4086    0.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3450   -0.0348    0.9362 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6940   -0.1584    1.2466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1263    0.3173   -0.5210 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2977    1.6737   -0.7616 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2895    0.2288    0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6392   -0.0948    0.6801 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1553   -0.0483    1.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4416   -0.7661    0.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0082   -1.7696    0.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2463    0.7407   -2.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8831    1.2884   -2.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9900    1.9195   -0.9803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0248    1.3413    0.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5135   -0.4624   -1.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1584   -2.0786   -0.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4856   -1.7546    1.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695   -2.0846    0.4053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8097    0.6392    1.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2462    0.2968    0.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7929   -0.3207   -1.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1118    1.8297   -1.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079    0.0920    1.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1281   -0.4829    1.5627 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  6 15  1  0
 15 16  2  0
 16  3  1  0
 13  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  5 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  6
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  1
 12 29  1  0
 13 30  1  6
 14 31  1  0
 15 32  1  0
 16 33  1  0
M  END


  Mrv1652309082207062D          

 16 17  0  0  1  0            999 V2000
    2.2501    6.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2501    6.0027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    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
   -0.6078    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    3.5277    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0597    3.0428    0.0000 N   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  2  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
   -1.2752    3.0428    0.0000 C   0  0  1  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
    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
  1  2  1  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
  6  7  1  0  0  0  0
  8  7  1  1  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  6  0  0  0
 11 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  1  0  0  0
  6 15  1  0  0  0  0
 15 16  2  0  0  0  0
  3 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0262347

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C[C@H]2NC[C@H](O)[C@H]2O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H17NO3/c1-16-9-4-2-8(3-5-9)6-10-12(15)11(14)7-13-10/h2-5,10-15H,6-7H2,1H3/t10-,11+,12+/m1/s1

> <INCHI_KEY>
UMWAPBCLJQSOJX-WOPDTQHZSA-N

> <FORMULA>
C12H17NO3

> <MOLECULAR_WEIGHT>
223.272

> <EXACT_MASS>
223.120843411

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
24.084636254920696

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S,4S)-2-[(4-methoxyphenyl)methyl]pyrrolidine-3,4-diol

> <JCHEM_LOGP>
0.2901568276666669

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.838184292531238

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.369410027328524

> <JCHEM_PKA_STRONGEST_BASIC>
9.697821637321317

> <JCHEM_POLAR_SURFACE_AREA>
61.72

> <JCHEM_REFRACTIVITY>
60.150400000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4S)-2-[(4-methoxyphenyl)methyl]pyrrolidine-3,4-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       4.200  12.745   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.200  11.205   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.867  10.435   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.867   8.895   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.533   8.125   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.199   8.895   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.134   8.125   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.134   6.585   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       0.111   5.680   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -0.364   4.215   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.904   4.215   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.810   2.969   0.000  0.00  0.00           O+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  C   UNK     0       0.199  10.435   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.533  11.205   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    8   14                                                  
CONECT   14   13                                                            
CONECT   15    6   16                                                       
CONECT   16   15    3                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₇NO₃

Average Mass

223.2720 Da

Monoisotopic Mass

223.12084 Da

IUPAC Name

(2R,3S,4S)-2-[(4-methoxyphenyl)methyl]pyrrolidine-3,4-diol

Traditional Name

(2R,3S,4S)-2-[(4-methoxyphenyl)methyl]pyrrolidine-3,4-diol

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C[C@H]2NC[C@H](O)[C@H]2O)C=C1

InChI Identifier

InChI=1S/C12H17NO3/c1-16-9-4-2-8(3-5-9)6-10-12(15)11(14)7-13-10/h2-5,10-15H,6-7H2,1H3/t10-,11+,12+/m1/s1

InChI Key

UMWAPBCLJQSOJX-WOPDTQHZSA-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 anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Anisole
Phenoxy compound
Methoxybenzene
Alkyl aryl ether
Aralkylamine
Monocyclic benzene moiety
Pyrrolidine
1,2-aminoalcohol
1,2-diol
Secondary alcohol
Azacycle
Organoheterocyclic compound
Secondary aliphatic amine
Ether
Secondary amine
Hydrocarbon derivative
Organic nitrogen compound
Alcohol
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Amine
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	0.29	ChemAxon
pKa (Strongest Acidic)	13.37	ChemAxon
pKa (Strongest Basic)	9.7	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	61.72 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	60.15 m³·mol⁻¹	ChemAxon
Polarizability	24.08 Å³	ChemAxon
Number of Rings	2	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

C00016868

Chemspider ID

9965491

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11790817

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kim JH, Curtis-Long MJ, Seo WD, Ryu YB, Yang MS, Park KH: Stereodivergent syntheses of anisomycin derivatives from D-tyrosine. J Org Chem. 2005 May 13;70(10):4082-7. doi: 10.1021/jo050079w. [PubMed:15876100 ]
LOTUS database [Link]

Showing NP-Card for deacetylanisomycin (NP0262347)

MOL for NP0262347 (deacetylanisomycin)

3D MOL for NP0262347 (deacetylanisomycin)

3D SDF for NP0262347 (deacetylanisomycin)

3D-SDF for NP0262347 (deacetylanisomycin)

PDB for NP0262347 (deacetylanisomycin)

3D PDB for NP0262347 (deacetylanisomycin)

SMILES for NP0262347 (deacetylanisomycin)

INCHI for NP0262347 (deacetylanisomycin)

Structure for NP0262347 (deacetylanisomycin)

3D Structure for NP0262347 (deacetylanisomycin)