NP-MRD: Showing NP-Card for 1-(3-hydroxybenzoyl)indol-3-ol (NP0225038)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 03:38:31 UTC

Updated at

2022-09-06 03:38:32 UTC

NP-MRD ID

NP0225038

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-(3-hydroxybenzoyl)indol-3-ol

Description

1-(3-Hydroxybenzoyl)-1H-indol-3-ol belongs to the class of organic compounds known as benzoylindoles. These are organic compounds containing an indole attached to a benzoyl moiety through the acyl group. 1-(3-hydroxybenzoyl)indol-3-ol is found in Oxytropis falcata. 1-(3-Hydroxybenzoyl)-1H-indol-3-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241515582D          

 19 21  0  0  0  0            999 V2000
   -1.2400   -4.0623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -3.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371   -2.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2822   -1.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752   -1.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 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
 10 19  1  0  0  0  0
 14 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0225038

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CN(C(=O)C2=CC(O)=CC=C2)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C15H11NO3/c17-11-5-3-4-10(8-11)15(19)16-9-14(18)12-6-1-2-7-13(12)16/h1-9,17-18H

> <INCHI_KEY>
PUIUHHJIPDJASS-UHFFFAOYSA-N

> <FORMULA>
C15H11NO3

> <MOLECULAR_WEIGHT>
253.257

> <EXACT_MASS>
253.073893218

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
26.234969096277247

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(3-hydroxybenzoyl)-1H-indol-3-ol

> <ALOGPS_LOGP>
3.52

> <JCHEM_LOGP>
2.638860713333333

> <ALOGPS_LOGS>
-2.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.814578562027549

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.988718431304661

> <JCHEM_PKA_STRONGEST_BASIC>
-2.791214165633971

> <JCHEM_POLAR_SURFACE_AREA>
62.459999999999994

> <JCHEM_REFRACTIVITY>
71.04710000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(3-hydroxybenzoyl)indol-3-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  O   UNK     0      -2.315  -7.583   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.839  -6.118   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.869  -4.974   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.393  -3.509   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.887  -3.189   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.143  -4.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.333  -5.798   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.680  -5.158   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.650   1.408   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   10   14                                                  
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₁NO₃

Average Mass

253.2570 Da

Monoisotopic Mass

253.07389 Da

IUPAC Name

1-(3-hydroxybenzoyl)-1H-indol-3-ol

Traditional Name

1-(3-hydroxybenzoyl)indol-3-ol

CAS Registry Number

Not Available

SMILES

OC1=CN(C(=O)C2=CC(O)=CC=C2)C2=CC=CC=C12

InChI Identifier

InChI=1S/C15H11NO3/c17-11-5-3-4-10(8-11)15(19)16-9-14(18)12-6-1-2-7-13(12)16/h1-9,17-18H

InChI Key

PUIUHHJIPDJASS-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Oxytropis falcata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoylindoles. These are organic compounds containing an indole attached to a benzoyl moiety through the acyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Benzoylindoles

Direct Parent

Benzoylindoles

Alternative Parents

Substituents

Benzoylindole
Indolecarboxylic acid derivative
Hydroxyindole
Benzoic acid or derivatives
Indole
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Azacycle
Organooxygen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organonitrogen 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	3.52	ALOGPS
logP	2.64	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	7.99	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	62.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	71.05 m³·mol⁻¹	ChemAxon
Polarizability	26.23 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

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

46850207

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-(3-hydroxybenzoyl)indol-3-ol (NP0225038)

MOL for NP0225038 (1-(3-hydroxybenzoyl)indol-3-ol)

3D MOL for NP0225038 (1-(3-hydroxybenzoyl)indol-3-ol)

3D SDF for NP0225038 (1-(3-hydroxybenzoyl)indol-3-ol)

3D-SDF for NP0225038 (1-(3-hydroxybenzoyl)indol-3-ol)

PDB for NP0225038 (1-(3-hydroxybenzoyl)indol-3-ol)

3D PDB for NP0225038 (1-(3-hydroxybenzoyl)indol-3-ol)

SMILES for NP0225038 (1-(3-hydroxybenzoyl)indol-3-ol)

INCHI for NP0225038 (1-(3-hydroxybenzoyl)indol-3-ol)

Structure for NP0225038 (1-(3-hydroxybenzoyl)indol-3-ol)

3D Structure for NP0225038 (1-(3-hydroxybenzoyl)indol-3-ol)