NP-MRD: Showing NP-Card for (1r,2s,14r,15s,16s,25as)-1,14,15,16-tetrahydroxy-2,10,22-trimethyl-1h,2h,3h,6h,14h,15h,16h,25ah-pyrrolo[1,2-a]azacyclotricosane-5,7,17-trione (NP0275475)

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Record Information

Version

2.0

Created at

2022-09-08 23:13:43 UTC

Updated at

2022-09-08 23:13:43 UTC

NP-MRD ID

NP0275475

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2s,14r,15s,16s,25as)-1,14,15,16-tetrahydroxy-2,10,22-trimethyl-1h,2h,3h,6h,14h,15h,16h,25ah-pyrrolo[1,2-a]azacyclotricosane-5,7,17-trione

Description

Niizalactam A belongs to the class of organic compounds known as 1,3-dicarbonyl compounds. These are carbonyl compounds with the generic formula O=C(R)C(H)C(R')=O, where R and R' can be any group. Based on a literature review very few articles have been published on Niizalactam A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092201132D          

 36 37  0  0  1  0            999 V2000
   10.7519   -0.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5199   -0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3470   -0.3008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7773   -0.8975    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0752   -0.4644    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0129    0.3583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4463   -0.9983    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6446   -0.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652309092201132D          

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 27 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
  2 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0275475

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1CN2[C@@H](\C=C\C=C(/C)\C=C\C=C/C(=O)[C@@H](O)[C@@H](O)[C@H](O)\C=C\C=C(/C)\C=C\C(=O)CC2=O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C28H35NO7/c1-18-8-4-5-12-23(31)27(35)28(36)24(32)13-7-10-19(2)14-15-21(30)16-25(33)29-17-20(3)26(34)22(29)11-6-9-18/h4-15,20,22,24,26-28,32,34-36H,16-17H2,1-3H3/b8-4+,11-6+,12-5-,13-7+,15-14+,18-9+,19-10+/t20-,22-,24+,26+,27+,28-/m0/s1

> <INCHI_KEY>
ZOTXNDFSVGKDRC-LJLRWGMXSA-N

> <FORMULA>
C28H35NO7

> <MOLECULAR_WEIGHT>
497.588

> <EXACT_MASS>
497.241352471

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
53.20350815896397

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,14R,15S,16S,25aS)-1,14,15,16-tetrahydroxy-2,10,22-trimethyl-1H,2H,3H,5H,6H,7H,14H,15H,16H,17H,25aH-pyrrolo[1,2-a]azacyclotricosane-5,7,17-trione

> <JCHEM_LOGP>
1.5606951583333337

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.265420585338637

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.623298688415886

> <JCHEM_PKA_STRONGEST_BASIC>
-3.008146568415612

> <JCHEM_POLAR_SURFACE_AREA>
135.37

> <JCHEM_REFRACTIVITY>
144.49350000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,14R,15S,16S,25aS)-1,14,15,16-tetrahydroxy-2,10,22-trimethyl-1H,2H,3H,6H,14H,15H,16H,25aH-pyrrolo[1,2-a]azacyclotricosane-5,7,17-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      20.070  -1.653   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.637  -0.175   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.141   0.189   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.077  -0.925   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.581  -0.561   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.518  -1.675   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.207  -0.867   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      13.091   0.669   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.033  -1.863   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.537  -1.500   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.618  -3.288   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      14.154  -3.172   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      14.951  -3.153   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      16.150  -2.188   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      14.320  -5.745   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.817  -6.109   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      16.250  -7.587   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      16.880  -4.995   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.376  -5.359   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      19.440  -4.245   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      19.007  -2.767   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.936  -4.609   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      22.000  -3.495   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      23.496  -3.859   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      24.711  -2.692   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      24.083  -1.286   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      26.247  -2.575   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      27.244  -3.749   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      26.611  -1.079   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      28.036  -0.494   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      25.300  -0.271   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      23.859  -0.812   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      24.757   1.325   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      23.260   1.689   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      22.197   0.575   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      20.701   0.939   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   36                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11    6   13                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35    2                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₅NO₇

Average Mass

497.5880 Da

Monoisotopic Mass

497.24135 Da

IUPAC Name

(1R,2S,14R,15S,16S,25aS)-1,14,15,16-tetrahydroxy-2,10,22-trimethyl-1H,2H,3H,5H,6H,7H,14H,15H,16H,17H,25aH-pyrrolo[1,2-a]azacyclotricosane-5,7,17-trione

Traditional Name

(1R,2S,14R,15S,16S,25aS)-1,14,15,16-tetrahydroxy-2,10,22-trimethyl-1H,2H,3H,6H,14H,15H,16H,25aH-pyrrolo[1,2-a]azacyclotricosane-5,7,17-trione

CAS Registry Number

Not Available

SMILES

C[C@H]1CN2[C@@H](\C=C\C=C(/C)\C=C\C=C/C(=O)[C@@H](O)[C@@H](O)[C@H](O)\C=C\C=C(/C)\C=C\C(=O)CC2=O)[C@@H]1O

InChI Identifier

InChI=1S/C28H35NO7/c1-18-8-4-5-12-23(31)27(35)28(36)24(32)13-7-10-19(2)14-15-21(30)16-25(33)29-17-20(3)26(34)22(29)11-6-9-18/h4-15,20,22,24,26-28,32,34-36H,16-17H2,1-3H3/b8-4+,11-6+,12-5-,13-7+,15-14+,18-9+,19-10+/t20-,22-,24+,26+,27+,28-/m0/s1

InChI Key

ZOTXNDFSVGKDRC-LJLRWGMXSA-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 1,3-dicarbonyl compounds. These are carbonyl compounds with the generic formula O=C(R)C(H)C(R')=O, where R and R' can be any group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

1,3-dicarbonyl compounds

Alternative Parents

Substituents

1,3-dicarbonyl compound
Pyrrolidine
Tertiary carboxylic acid amide
Carboxamide group
Ketone
Lactam
Secondary alcohol
Cyclic ketone
Carboxylic acid derivative
Polyol
Organoheterocyclic compound
Azacycle
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	1.56	ChemAxon
pKa (Strongest Acidic)	11.62	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	135.37 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	144.49 m³·mol⁻¹	ChemAxon
Polarizability	53.2 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

35762192

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

127025611

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2s,14r,15s,16s,25as)-1,14,15,16-tetrahydroxy-2,10,22-trimethyl-1h,2h,3h,6h,14h,15h,16h,25ah-pyrrolo[1,2-a]azacyclotricosane-5,7,17-trione (NP0275475)

MOL for NP0275475 ((1r,2s,14r,15s,16s,25as)-1,14,15,16-tetrahydroxy-2,10,22-trimethyl-1h,2h,3h,6h,14h,15h,16h,25ah-pyrrolo[1,2-a]azacyclotricosane-5,7,17-trione)

3D MOL for NP0275475 ((1r,2s,14r,15s,16s,25as)-1,14,15,16-tetrahydroxy-2,10,22-trimethyl-1h,2h,3h,6h,14h,15h,16h,25ah-pyrrolo[1,2-a]azacyclotricosane-5,7,17-trione)

3D SDF for NP0275475 ((1r,2s,14r,15s,16s,25as)-1,14,15,16-tetrahydroxy-2,10,22-trimethyl-1h,2h,3h,6h,14h,15h,16h,25ah-pyrrolo[1,2-a]azacyclotricosane-5,7,17-trione)

3D-SDF for NP0275475 ((1r,2s,14r,15s,16s,25as)-1,14,15,16-tetrahydroxy-2,10,22-trimethyl-1h,2h,3h,6h,14h,15h,16h,25ah-pyrrolo[1,2-a]azacyclotricosane-5,7,17-trione)

PDB for NP0275475 ((1r,2s,14r,15s,16s,25as)-1,14,15,16-tetrahydroxy-2,10,22-trimethyl-1h,2h,3h,6h,14h,15h,16h,25ah-pyrrolo[1,2-a]azacyclotricosane-5,7,17-trione)

3D PDB for NP0275475 ((1r,2s,14r,15s,16s,25as)-1,14,15,16-tetrahydroxy-2,10,22-trimethyl-1h,2h,3h,6h,14h,15h,16h,25ah-pyrrolo[1,2-a]azacyclotricosane-5,7,17-trione)

SMILES for NP0275475 ((1r,2s,14r,15s,16s,25as)-1,14,15,16-tetrahydroxy-2,10,22-trimethyl-1h,2h,3h,6h,14h,15h,16h,25ah-pyrrolo[1,2-a]azacyclotricosane-5,7,17-trione)

INCHI for NP0275475 ((1r,2s,14r,15s,16s,25as)-1,14,15,16-tetrahydroxy-2,10,22-trimethyl-1h,2h,3h,6h,14h,15h,16h,25ah-pyrrolo[1,2-a]azacyclotricosane-5,7,17-trione)

Structure for NP0275475 ((1r,2s,14r,15s,16s,25as)-1,14,15,16-tetrahydroxy-2,10,22-trimethyl-1h,2h,3h,6h,14h,15h,16h,25ah-pyrrolo[1,2-a]azacyclotricosane-5,7,17-trione)

3D Structure for NP0275475 ((1r,2s,14r,15s,16s,25as)-1,14,15,16-tetrahydroxy-2,10,22-trimethyl-1h,2h,3h,6h,14h,15h,16h,25ah-pyrrolo[1,2-a]azacyclotricosane-5,7,17-trione)