NP-MRD: Showing NP-Card for Discorhabdin G2 (NP0351379)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2025-07-31 01:45:31 UTC

Updated at

2026-01-03 23:35:05 UTC

NP-MRD ID

NP0351379

Natural Product DOI

https://doi.org/10.57994/4420

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Discorhabdin G2

Description

Based on a literature review very few articles have been published on Discorhabdin G2.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02032318562D          

 25 29  0  0  1  0            999 V2000
    0.8053    2.4886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2342    1.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0590    1.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4879    1.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126    1.1172    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1374    1.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5663    0.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3911    0.4506    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.1705   -0.2922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5994   -0.9970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3457   -0.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9168    0.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7085    1.8411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5333    1.8601    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.2796    2.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4548    2.5267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0920    0.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3509   -0.5761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8132   -1.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0025   -1.0489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7295   -0.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0317    0.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0355    0.8699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8383    1.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2672    0.3553    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
  3  4  2  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  7  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
  3 16  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  2  0  0  0  0
 17 25  1  0  0  0  0
 21 25  1  0  0  0  0
M  END


  Mrv2104 02032318562D          

 25 29  0  0  1  0            999 V2000
    0.8053    2.4886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2342    1.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0590    1.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4879    1.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126    1.1172    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1374    1.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5663    0.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3911    0.4506    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.1705   -0.2922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5994   -0.9970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3457   -0.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9168    0.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7085    1.8411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5333    1.8601    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.2796    2.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4548    2.5267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0920    0.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3509   -0.5761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8132   -1.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0025   -1.0489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7295   -0.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0317    0.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0355    0.8699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8383    1.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2672    0.3553    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
  3  4  2  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  7  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
  3 16  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  2  0  0  0  0
 17 25  1  0  0  0  0
 21 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0351379

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@H]1CC[C@]2(C=C1Br)C(Br)=CNC1=C2C2=NC=CC3=CNC(=C23)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H13Br2N3O2/c19-9-5-18(3-1-10(9)24)11(20)7-23-16-13(18)14-12-8(2-4-21-14)6-22-15(12)17(16)25/h2,4-7,10,22-24H,1,3H2/t10-,18-/m0/s1

> <INCHI_KEY>
LAOXJLJFTPQDRP-YPMLDQLKSA-N

> <FORMULA>
C18H13Br2N3O2

> <MOLECULAR_WEIGHT>
463.129

> <EXACT_MASS>
460.937453

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
38.04385993566781

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4S)-3,4'-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadecane]-1'(15'),2,2'(7'),4',9'(16'),11',13'-heptaen-8'-one

> <JCHEM_LOGP>
1.3010262989999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.732240054338897

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.114984923336083

> <JCHEM_PKA_STRONGEST_BASIC>
2.6467061681616624

> <JCHEM_POLAR_SURFACE_AREA>
78.00999999999999

> <JCHEM_REFRACTIVITY>
103.7456

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4S)-3,4'-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadecane]-1'(15'),2,2'(7'),4',9'(16'),11',13'-heptaen-8'-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-FEB-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-FEB-23         0                                  
HETATM    1  O   UNK     0       1.503   4.645   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.304   3.330   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.843   3.365   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.644   2.050   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.184   2.086   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.723   2.121   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.524   0.806   0.000  0.00  0.00           C+0
HETATM    8 Br   UNK     0      10.063   0.841   0.000  0.00  0.00          Br+0
HETATM    9  C   UNK     0       7.785  -0.546   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.585  -1.861   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.245  -0.581   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.445   0.734   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.923   3.437   0.000  0.00  0.00           C+0
HETATM   14 Br   UNK     0       8.462   3.472   0.000  0.00  0.00          Br+0
HETATM   15  C   UNK     0       6.122   4.752   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       4.582   4.717   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       3.905   0.699   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       4.388  -1.075   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       3.385  -2.243   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.871  -1.958   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.362  -0.505   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.059   0.089   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       0.066   1.624   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       1.565   1.979   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.365   0.663   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   24                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5   17                                                  
CONECT    5    4    6   12   13                                             
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11    5                                                       
CONECT   13    5   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15    3                                                       
CONECT   17    4   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   25                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23    2   25                                                  
CONECT   25   24   17   21                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₃Br₂N₃O₂

Average Mass

463.1290 Da

Monoisotopic Mass

460.93745 Da

IUPAC Name

(1R,4S)-3,4'-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadecane]-1'(15'),2,2'(7'),4',9'(16'),11',13'-heptaen-8'-one

Traditional Name

(1R,4S)-3,4'-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadecane]-1'(15'),2,2'(7'),4',9'(16'),11',13'-heptaen-8'-one

CAS Registry Number

Not Available

SMILES

O[C@H]1CC[C@]2(C=C1Br)C(Br)=CNC1=C2C2=NC=CC3=CNC(=C23)C1=O

InChI Identifier

InChI=1S/C18H13Br2N3O2/c19-9-5-18(3-1-10(9)24)11(20)7-23-16-13(18)14-12-8(2-4-21-14)6-22-15(12)17(16)25/h2,4-7,10,22-24H,1,3H2/t10-,18-/m0/s1

InChI Key

LAOXJLJFTPQDRP-YPMLDQLKSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	Not Available	University of South Florida	Sam Afoullouss	2025-07-31	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	Not Available	University of South Florida	Sam Afoullouss	2025-07-31	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	Not Available	University of South Florida	Sam Afoullouss	2025-07-31	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	Not Available	University of South Florida	Sam Afoullouss	2025-07-31	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	Not Available	University of South Florida	Sam Afoullouss	2025-07-31	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Latrunculia sp		Not Available

Chemical Taxonomy

Classification

Not classified

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	1.3	ChemAxon
pKa (Strongest Acidic)	12.11	ChemAxon
pKa (Strongest Basic)	2.65	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	78.01 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	103.75 m³·mol⁻¹	ChemAxon
Polarizability	38.04 Å³	ChemAxon
Number of Rings	5	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Discorhabdin G2 (NP0351379)

MOL for NP0351379 (Discorhabdin G2)

3D MOL for NP0351379 (Discorhabdin G2)

3D SDF for NP0351379 (Discorhabdin G2)

3D-SDF for NP0351379 (Discorhabdin G2)

PDB for NP0351379 (Discorhabdin G2)

3D PDB for NP0351379 (Discorhabdin G2)

SMILES for NP0351379 (Discorhabdin G2)

INCHI for NP0351379 (Discorhabdin G2)

Structure for NP0351379 (Discorhabdin G2)

3D Structure for NP0351379 (Discorhabdin G2)