NP-MRD: Showing NP-Card for 7-methoxydehydrocyclopeptin (NP0331760)

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Record Information

Version

2.0

Created at

2023-08-10 08:00:50 UTC

Updated at

2024-09-03 04:16:46 UTC

NP-MRD ID

NP0331760

Natural Product DOI

https://doi.org/10.57994/0799

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-methoxydehydrocyclopeptin

Description

7-Methoxydehydrocyclopeptin belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine. 7-methoxydehydrocyclopeptin was first documented in 2024 (PMID: 37455565). Based on a literature review very few articles have been published on 7-Methoxydehydrocyclopeptin.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 08102308002D          

 23 25  0  0  0  0            999 V2000
    4.9502    2.4825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358    1.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7938    1.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358    0.3508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9502   -0.2942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6315    0.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865    0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865    1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720    1.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575    1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575    0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8431    0.2691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1286    0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720    0.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6315    2.0210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4479   -0.6370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6188    1.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0313    0.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8563    0.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2688   -0.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8563   -1.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0313   -1.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6188   -0.3348    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  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  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
 11 14  2  0  0  0  0
  7 14  1  0  0  0  0
  8 15  1  0  0  0  0
  2 15  1  0  0  0  0
  6 16  2  0  0  0  0
  3 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331760

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(NC(=O)\C(=C\C3=CC=CC=C3)N(C)C2=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H16N2O3/c1-20-16(10-12-6-4-3-5-7-12)17(21)19-15-9-8-13(23-2)11-14(15)18(20)22/h3-11H,1-2H3,(H,19,21)/b16-10-

> <INCHI_KEY>
LONNBQOJYCFAQR-YBEGLDIGSA-N

> <FORMULA>
C18H16N2O3

> <MOLECULAR_WEIGHT>
308.337

> <EXACT_MASS>
308.116092383

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
32.111808500026186

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3Z)-7-methoxy-4-methyl-3-(phenylmethylidene)-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-2,5-dione

> <JCHEM_LOGP>
2.830329590666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.958458956639912

> <JCHEM_PKA_STRONGEST_BASIC>
-2.0651835109507815

> <JCHEM_POLAR_SURFACE_AREA>
58.64

> <JCHEM_REFRACTIVITY>
90.37830000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3Z)-7-methoxy-4-methyl-3-(phenylmethylidene)-1H-1,4-benzodiazepine-2,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-AUG-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-AUG-23         0                                  
HETATM    1  O   UNK     0       9.240   4.634   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       8.280   3.430   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.948   2.042   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       8.280   0.655   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       9.240  -0.549   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.779   0.312   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.575   1.272   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.575   2.812   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.241   3.582   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.907   2.812   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.907   1.272   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.574   0.502   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.240   1.272   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.241   0.502   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       6.779   3.773   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       6.436  -1.189   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      10.488   2.042   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.258   0.709   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.798   0.709   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.568  -0.625   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.798  -1.959   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.258  -1.959   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.488  -0.625   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4   17                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   16                                                  
CONECT    7    6    8   14                                                  
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11    7                                                       
CONECT   15    8    2                                                       
CONECT   16    6                                                            
CONECT   17    3   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₆N₂O₃

Average Mass

308.3370 Da

Monoisotopic Mass

308.11609 Da

IUPAC Name

(3Z)-7-methoxy-4-methyl-3-(phenylmethylidene)-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-2,5-dione

Traditional Name

(3Z)-7-methoxy-4-methyl-3-(phenylmethylidene)-1H-1,4-benzodiazepine-2,5-dione

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(NC(=O)\C(=C\C3=CC=CC=C3)N(C)C2=O)C=C1

InChI Identifier

InChI=1S/C18H16N2O3/c1-20-16(10-12-6-4-3-5-7-12)17(21)19-15-9-8-13(23-2)11-14(15)18(20)22/h3-11H,1-2H3,(H,19,21)/b16-10-

InChI Key

LONNBQOJYCFAQR-YBEGLDIGSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD3OD, experimental)	llx7772699@163.com	Not Available	Not Available	2024-05-08	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, CD3OD, experimental)	llx7772699@163.com	Not Available	Not Available	2024-05-08	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500, CD₃OD, simulated)	Not Available	Not Available	Not Available	2024-05-08	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
versicolor HYQZ-215		Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodiazepines

Sub Class

1,4-benzodiazepines

Direct Parent

1,4-benzodiazepines

Alternative Parents

Substituents

1,4-benzodiazepine
Alpha-amino acid or derivatives
Anisole
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Vinylogous amide
Tertiary carboxylic acid amide
Secondary carboxylic acid amide
Lactam
Carboxamide group
Azacycle
Ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	2.83	ChemAxon
pKa (Strongest Acidic)	10.96	ChemAxon
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	58.64 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	90.38 m³·mol⁻¹	ChemAxon
Polarizability	32.11 Å³	ChemAxon
Number of Rings	3	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

60958443

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

156581534

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 7-methoxydehydrocyclopeptin (NP0331760)

MOL for NP0331760 (7-methoxydehydrocyclopeptin)

3D MOL for NP0331760 (7-methoxydehydrocyclopeptin)

3D SDF for NP0331760 (7-methoxydehydrocyclopeptin)

3D-SDF for NP0331760 (7-methoxydehydrocyclopeptin)

PDB for NP0331760 (7-methoxydehydrocyclopeptin)

3D PDB for NP0331760 (7-methoxydehydrocyclopeptin)

SMILES for NP0331760 (7-methoxydehydrocyclopeptin)

INCHI for NP0331760 (7-methoxydehydrocyclopeptin)

Structure for NP0331760 (7-methoxydehydrocyclopeptin)

3D Structure for NP0331760 (7-methoxydehydrocyclopeptin)