NP-MRD: Showing NP-Card for Marinacarboline R (NP0350616)

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Record Information

Version

2.0

Created at

2025-01-17 02:45:15 UTC

Updated at

2025-03-20 22:35:48 UTC

NP-MRD ID

NP0350616

Natural Product DOI

https://doi.org/10.57994/3594

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Marinacarboline R

Description

Based on a literature review very few articles have been published on Marinacarboline R.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 04162302532D          

 28 31  0  0  0  0            999 V2000
    4.0025   -1.5983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575   -0.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645   -0.6422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6165   -1.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4235   -1.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9755   -1.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7825   -1.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3345   -2.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0796   -2.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2726   -3.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7206   -2.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9136   -2.6530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633    1.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1113    2.5948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.5840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    1.5105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    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
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 17 21  2  0  0  0  0
 13 21  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 15 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
M  END


  Mrv2104 04162302532D          

 28 31  0  0  0  0            999 V2000
    4.0025   -1.5983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575   -0.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645   -0.6422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6165   -1.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4235   -1.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9755   -1.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7825   -1.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3345   -2.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0796   -2.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2726   -3.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7206   -2.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9136   -2.6530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633    1.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1113    2.5948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.5840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    1.5105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    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
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 17 21  2  0  0  0  0
 13 21  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 15 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0350616

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)C1=NC(=CC2=C1NC1=C2C=CC=C1)C(=O)NCCC1=CC=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H19N3O3/c1-13(26)20-21-16(15-7-3-4-8-17(15)24-21)12-18(25-20)22(28)23-11-10-14-6-2-5-9-19(14)27/h2-9,12,24,27H,10-11H2,1H3,(H,23,28)

> <INCHI_KEY>
LKIHFILWMIDVCA-UHFFFAOYSA-N

> <FORMULA>
C22H19N3O3

> <MOLECULAR_WEIGHT>
373.412

> <EXACT_MASS>
373.142641484

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
40.68984223839785

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-acetyl-N-[2-(2-hydroxyphenyl)ethyl]-9H-pyrido[3,4-b]indole-3-carboxamide

> <JCHEM_LOGP>
2.986446793

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.226286382054436

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.352495696594273

> <JCHEM_PKA_STRONGEST_BASIC>
-0.06338501795370147

> <JCHEM_POLAR_SURFACE_AREA>
95.08000000000001

> <JCHEM_REFRACTIVITY>
106.2977

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1-acetyl-N-[2-(2-hydroxyphenyl)ethyl]-9H-pyrido[3,4-b]indole-3-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-23         0                                  
HETATM    1  O   UNK     0       7.471  -2.984   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       7.947  -1.519   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       9.454  -1.199   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      10.484  -2.343   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.990  -2.023   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.021  -3.167   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.527  -2.847   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.558  -3.992   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.082  -5.456   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.575  -5.776   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.545  -4.632   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      11.039  -4.952   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.917  -0.374   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.410  -0.695   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.380   0.450   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.856   1.914   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.362   2.235   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.838   3.699   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.344   4.019   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.808   4.844   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0       7.393   1.090   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       3.610   2.820   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       2.364   1.914   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.840   0.450   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.810  -0.695   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.303  -0.374   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.173   1.090   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.858   2.235   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11                                                            
CONECT   13    2   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   24                                                  
CONECT   16   15   17   22                                                  
CONECT   17   16   18   21                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   17   13                                                       
CONECT   22   16   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   15   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₁₉N₃O₃

Average Mass

373.4120 Da

Monoisotopic Mass

373.14264 Da

IUPAC Name

1-acetyl-N-[2-(2-hydroxyphenyl)ethyl]-9H-pyrido[3,4-b]indole-3-carboxamide

Traditional Name

1-acetyl-N-[2-(2-hydroxyphenyl)ethyl]-9H-pyrido[3,4-b]indole-3-carboxamide

CAS Registry Number

Not Available

SMILES

CC(=O)C1=NC(=CC2=C1NC1=C2C=CC=C1)C(=O)NCCC1=CC=CC=C1O

InChI Identifier

InChI=1S/C22H19N3O3/c1-13(26)20-21-16(15-7-3-4-8-17(15)24-21)12-18(25-20)22(28)23-11-10-14-6-2-5-9-19(14)27/h2-9,12,24,27H,10-11H2,1H3,(H,23,28)

InChI Key

LKIHFILWMIDVCA-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	Not Available	South China Sea Institute of Oceanology, Chinese Academy of Sciences	Ruijie Chen	2025-01-17	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	Not Available	South China Sea Institute of Oceanology, Chinese Academy of Sciences	Ruijie Chen	2025-01-17	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	Not Available	South China Sea Institute of Oceanology, Chinese Academy of Sciences	Ruijie Chen	2025-01-17	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)	Not Available	South China Sea Institute of Oceanology, Chinese Academy of Sciences	Ruijie Chen	2025-01-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)	Not Available	South China Sea Institute of Oceanology, Chinese Academy of Sciences	Ruijie Chen	2025-01-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C2D6OS, experimental)	Not Available	South China Sea Institute of Oceanology, Chinese Academy of Sciences	Ruijie Chen	2025-01-17	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
Actinoalloteichus cyanogriseus		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	2.99	ChemAxon
pKa (Strongest Acidic)	9.35	ChemAxon
pKa (Strongest Basic)	-0.063	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	95.08 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	106.3 m³·mol⁻¹	ChemAxon
Polarizability	40.69 Å³	ChemAxon
Number of Rings	4	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 Marinacarboline R (NP0350616)

MOL for NP0350616 (Marinacarboline R)

3D MOL for NP0350616 (Marinacarboline R)

3D SDF for NP0350616 (Marinacarboline R)

3D-SDF for NP0350616 (Marinacarboline R)

PDB for NP0350616 (Marinacarboline R)

3D PDB for NP0350616 (Marinacarboline R)

SMILES for NP0350616 (Marinacarboline R)

INCHI for NP0350616 (Marinacarboline R)

Structure for NP0350616 (Marinacarboline R)

3D Structure for NP0350616 (Marinacarboline R)