NP-MRD: Showing NP-Card for Cephalandole A (NP0076299)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 21:26:59 UTC

Updated at

2022-04-28 21:26:59 UTC

NP-MRD ID

NP0076299

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cephalandole A

Description

3-(1H-Indol-3-yl)-2H-benzo[b][1,4]oxazin-2-one belongs to the class of organic compounds known as benzoxazines. These are organic compounds containing a benzene fused to an oxazine ring (a six-membered aliphatic ring with four carbon atoms, one oxygen atom, and one nitrogen atom). Cephalandole A is found in Cephalanceropsis gracilis. Based on a literature review very few articles have been published on 3-(1H-Indol-3-yl)-2H-benzo[b][1,4]oxazin-2-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 33  0  0  0  0  0  0  0  0999 V2000
    0.3730    2.1385   -1.7860 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0570    1.3313   -1.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3280    1.0914   -1.2991 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0286    0.2544   -0.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3484   -0.0053   -0.7841 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0769   -0.8855    0.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3938   -1.4943    1.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0636   -1.2404    1.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3806   -0.3661    0.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0509   -0.1250    0.7570 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3875    0.7276   -0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0468    1.0106    0.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5906    2.2513    0.5204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184    2.1393    0.6824 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2614    0.8588    0.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4861    0.2284    0.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5729   -1.1324    0.1978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4133   -1.8339   -0.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1937   -1.2269   -0.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1066    0.1319    0.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8607    0.4746   -1.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1062   -1.0727   -0.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9536   -2.1749    1.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5259   -1.7166    2.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0437    3.1742    0.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6173    2.8946    0.9401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3747    0.8056    0.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5309   -1.6263    0.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5048   -2.8781   -0.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2734   -1.7345   -0.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 11  2  1  0
 20 12  1  0
  9  4  1  0
 20 15  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
 13 25  1  0
 14 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
M  END


  Mrv1652304282223272D          

 20 23  0  0  0  0            999 V2000
    0.8369    7.0118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0299    7.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5221    6.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2672    5.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5398    5.6141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0918    6.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7947    4.8294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2427    4.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5643    4.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1163    3.7748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8192    5.1725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976    3.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0127    2.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976    2.0968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    1.9393    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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  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
  9 11  1  0  0  0  0
  4 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 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
 15 20  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0076299

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=C1OC2=CC=CC=C2N=C1C1=CNC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H10N2O2/c19-16-15(18-13-7-3-4-8-14(13)20-16)11-9-17-12-6-2-1-5-10(11)12/h1-9,17H

> <INCHI_KEY>
JAURZMWTUPUGQM-UHFFFAOYSA-N

> <FORMULA>
C16H10N2O2

> <MOLECULAR_WEIGHT>
262.268

> <EXACT_MASS>
262.07422757

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
27.15303246336373

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(1H-indol-3-yl)-2H-1,4-benzoxazin-2-one

> <ALOGPS_LOGP>
3.21

> <JCHEM_LOGP>
3.1707147293333326

> <ALOGPS_LOGS>
-4.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.715587827520125

> <JCHEM_PKA_STRONGEST_BASIC>
-3.449284970850402

> <JCHEM_POLAR_SURFACE_AREA>
54.449999999999996

> <JCHEM_REFRACTIVITY>
76.57650000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(1H-indol-3-yl)-1,4-benzoxazin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       1.562  13.089   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.056  13.409   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.975  12.264   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.499  10.800   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.008  10.480   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.038  11.624   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       1.483   9.015   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.453   7.871   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.053   8.191   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.084   7.046   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.529   9.655   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.929   6.406   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.024   5.160   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       0.929   3.914   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       2.393   4.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.393   5.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.727   6.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.061   5.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.061   4.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.727   3.620   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    4                                                       
CONECT   12    8   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   12   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₀N₂O₂

Average Mass

262.2680 Da

Monoisotopic Mass

262.07423 Da

IUPAC Name

3-(1H-indol-3-yl)-2H-1,4-benzoxazin-2-one

Traditional Name

3-(1H-indol-3-yl)-1,4-benzoxazin-2-one

CAS Registry Number

Not Available

SMILES

O=C1OC2=CC=CC=C2N=C1C1=CNC2=CC=CC=C12

InChI Identifier

InChI=1S/C16H10N2O2/c19-16-15(18-13-7-3-4-8-14(13)20-16)11-9-17-12-6-2-1-5-10(11)12/h1-9,17H

InChI Key

JAURZMWTUPUGQM-UHFFFAOYSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Cephalanceropsis gracilis	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoxazines. These are organic compounds containing a benzene fused to an oxazine ring (a six-membered aliphatic ring with four carbon atoms, one oxygen atom, and one nitrogen atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxazines

Sub Class

Not Available

Direct Parent

Benzoxazines

Alternative Parents

Substituents

Benzoxazine
Indole
Indole or derivatives
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Lactone
Oxacycle
Azacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
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	3.21	ALOGPS
logP	3.17	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	12.72	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.45 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	76.58 m³·mol⁻¹	ChemAxon
Polarizability	27.15 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

C00038719

Chemspider ID

20121340

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21707

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Cephalandole A (NP0076299)

MOL for NP0076299 (Cephalandole A)

3D MOL for NP0076299 (Cephalandole A)

3D SDF for NP0076299 (Cephalandole A)

3D-SDF for NP0076299 (Cephalandole A)

PDB for NP0076299 (Cephalandole A)

3D PDB for NP0076299 (Cephalandole A)

SMILES for NP0076299 (Cephalandole A)

INCHI for NP0076299 (Cephalandole A)

Structure for NP0076299 (Cephalandole A)

3D Structure for NP0076299 (Cephalandole A)