NP-MRD: Showing NP-Card for (1r,5r,6r,7r,9s,11s,12s,13s,14s)-3-imino-14-methyl-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1⁷,¹¹.0¹,⁶]tetradecane-5,9,12,13,14-pentol (NP0223868)

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Record Information

Version

2.0

Created at

2022-09-06 02:05:18 UTC

Updated at

2022-09-06 02:05:18 UTC

NP-MRD ID

NP0223868

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,5r,6r,7r,9s,11s,12s,13s,14s)-3-imino-14-methyl-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1⁷,¹¹.0¹,⁶]tetradecane-5,9,12,13,14-pentol

Description

CHEMBL3233265 belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring. (1r,5r,6r,7r,9s,11s,12s,13s,14s)-3-imino-14-methyl-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1⁷,¹¹.0¹,⁶]tetradecane-5,9,12,13,14-pentol is found in Cynops ensicauda. Based on a literature review very few articles have been published on CHEMBL3233265.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062204052D          

 21 24  0  0  1  0            999 V2000
    5.6290    0.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8068    0.6777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7969    1.5026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9399   -0.1913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4167   -0.8825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5759   -0.9012    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7633   -1.7046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3471    0.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9460    0.7276    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2012    0.2627    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5307    0.7864    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6059    1.6080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7883    0.3995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298   -0.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9778   -0.7782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4005   -0.9521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1991   -0.6238    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0416   -0.4887    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2372   -1.2901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7853   -1.2696    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6224   -2.0783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  6  0  0  0
  2  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  9  8  1  1  0  0  0
  2  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 17 16  1  6  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  1  1  0  0  0
 17 20  1  0  0  0  0
  6 20  1  0  0  0  0
 20 21  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0223868

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]1(O)[C@H]2O[C@@]3(O)O[C@@H]1[C@@H]1[C@@H](O)NC(=N)N[C@]1([C@@H]2O)[C@@H]3O

> <INCHI_IDENTIFIER>
InChI=1S/C11H17N3O7/c1-9(18)4-2-6(16)13-8(12)14-10(2)3(15)5(9)21-11(19,20-4)7(10)17/h2-7,15-19H,1H3,(H3,12,13,14)/t2-,3-,4-,5+,6-,7+,9+,10-,11+/m1/s1

> <INCHI_KEY>
XXUFXWUHBMGUMY-QOZOJKKESA-N

> <FORMULA>
C11H17N3O7

> <MOLECULAR_WEIGHT>
303.271

> <EXACT_MASS>
303.106649899

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
27.155003060295996

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,5R,6R,7R,9S,11S,12S,13S,14S)-3-imino-14-methyl-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1^{7,11}.0^{1,6}]tetradecane-5,9,12,13,14-pentol

> <JCHEM_LOGP>
-3.5587146504020066

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.318997364964481

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.350395436903709

> <JCHEM_PKA_STRONGEST_BASIC>
9.252538592738105

> <JCHEM_POLAR_SURFACE_AREA>
167.51999999999998

> <JCHEM_REFRACTIVITY>
73.7196

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,5R,6R,7R,9S,11S,12S,13S,14S)-3-imino-14-methyl-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1^{7,11}.0^{1,6}]tetradecane-5,9,12,13,14-pentol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      10.508   1.391   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.973   1.265   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       8.954   2.805   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       9.221  -0.357   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      10.111  -1.647   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.542  -1.682   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.892  -3.182   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       8.115   0.007   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       7.366   1.358   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.976   0.490   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.724   1.468   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.864   3.002   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0       3.338   0.746   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       3.229  -0.819   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       1.825  -1.453   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       4.481  -1.777   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       5.972  -1.164   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.544  -0.912   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.909  -2.408   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.066  -2.370   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.762  -3.880   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    9                                             
CONECT    3    2                                                            
CONECT    4    2    5   18                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8   20                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8    2   10                                                  
CONECT   10    9   11   17                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   10   18   20                                             
CONECT   18   17    4   19                                                  
CONECT   19   18                                                            
CONECT   20   17    6   21                                                  
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₇N₃O₇

Average Mass

303.2710 Da

Monoisotopic Mass

303.10665 Da

IUPAC Name

(1R,5R,6R,7R,9S,11S,12S,13S,14S)-3-imino-14-methyl-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1^{7,11}.0^{1,6}]tetradecane-5,9,12,13,14-pentol

Traditional Name

(1R,5R,6R,7R,9S,11S,12S,13S,14S)-3-imino-14-methyl-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1^{7,11}.0^{1,6}]tetradecane-5,9,12,13,14-pentol

CAS Registry Number

Not Available

SMILES

C[C@@]1(O)[C@H]2O[C@@]3(O)O[C@@H]1[C@@H]1[C@@H](O)NC(=N)N[C@]1([C@@H]2O)[C@@H]3O

InChI Identifier

InChI=1S/C11H17N3O7/c1-9(18)4-2-6(16)13-8(12)14-10(2)3(15)5(9)21-11(19,20-4)7(10)17/h2-7,15-19H,1H3,(H3,12,13,14)/t2-,3-,4-,5+,6-,7+,9+,10-,11+/m1/s1

InChI Key

XXUFXWUHBMGUMY-QOZOJKKESA-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

Species Name	Source	Reference
Cynops ensicauda	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinazolines

Alternative Parents

Substituents

Quinazoline
Meta-dioxane
Hydropyrimidine
1,4,5,6-tetrahydropyrimidine
Monosaccharide
Oxane
Cyclic alcohol
Tertiary alcohol
Guanidine
Orthocarboxylic acid derivative
Secondary alcohol
Alkanolamine
Oxacycle
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Carboximidamide
Alcohol
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
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	-3.6	ChemAxon
pKa (Strongest Acidic)	10.35	ChemAxon
pKa (Strongest Basic)	9.25	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	167.52 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	73.72 m³·mol⁻¹	ChemAxon
Polarizability	27.16 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

34236825

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

90669995

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,5r,6r,7r,9s,11s,12s,13s,14s)-3-imino-14-methyl-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1⁷,¹¹.0¹,⁶]tetradecane-5,9,12,13,14-pentol (NP0223868)

MOL for NP0223868 ((1r,5r,6r,7r,9s,11s,12s,13s,14s)-3-imino-14-methyl-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1⁷,¹¹.0¹,⁶]tetradecane-5,9,12,13,14-pentol)

3D MOL for NP0223868 ((1r,5r,6r,7r,9s,11s,12s,13s,14s)-3-imino-14-methyl-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1⁷,¹¹.0¹,⁶]tetradecane-5,9,12,13,14-pentol)

3D SDF for NP0223868 ((1r,5r,6r,7r,9s,11s,12s,13s,14s)-3-imino-14-methyl-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1⁷,¹¹.0¹,⁶]tetradecane-5,9,12,13,14-pentol)

3D-SDF for NP0223868 ((1r,5r,6r,7r,9s,11s,12s,13s,14s)-3-imino-14-methyl-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1⁷,¹¹.0¹,⁶]tetradecane-5,9,12,13,14-pentol)

PDB for NP0223868 ((1r,5r,6r,7r,9s,11s,12s,13s,14s)-3-imino-14-methyl-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1⁷,¹¹.0¹,⁶]tetradecane-5,9,12,13,14-pentol)

3D PDB for NP0223868 ((1r,5r,6r,7r,9s,11s,12s,13s,14s)-3-imino-14-methyl-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1⁷,¹¹.0¹,⁶]tetradecane-5,9,12,13,14-pentol)

SMILES for NP0223868 ((1r,5r,6r,7r,9s,11s,12s,13s,14s)-3-imino-14-methyl-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1⁷,¹¹.0¹,⁶]tetradecane-5,9,12,13,14-pentol)

INCHI for NP0223868 ((1r,5r,6r,7r,9s,11s,12s,13s,14s)-3-imino-14-methyl-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1⁷,¹¹.0¹,⁶]tetradecane-5,9,12,13,14-pentol)

Structure for NP0223868 ((1r,5r,6r,7r,9s,11s,12s,13s,14s)-3-imino-14-methyl-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1⁷,¹¹.0¹,⁶]tetradecane-5,9,12,13,14-pentol)

3D Structure for NP0223868 ((1r,5r,6r,7r,9s,11s,12s,13s,14s)-3-imino-14-methyl-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1⁷,¹¹.0¹,⁶]tetradecane-5,9,12,13,14-pentol)