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Showing NP-Card for 3h-isoindol-1-ol (NP0259680)

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Record Information
Version2.0
Created at2022-09-08 01:38:03 UTC
Updated at2022-09-08 01:38:04 UTC
NP-MRD IDNP0259680
Secondary Accession NumbersNone
Natural Product Identification
Common Name3h-isoindol-1-ol
DescriptionIsoindolin-1-one, also known as 1-oxo-isoindoline or phthalimidine, belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone. 3h-isoindol-1-ol is found in Stachybotrys chlorohalonata. 3h-isoindol-1-ol was first documented in 2021 (PMID: 34899169). Based on a literature review a small amount of articles have been published on Isoindolin-1-one (PMID: 35986889) (PMID: 35936437) (PMID: 35873335) (PMID: 35453562).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0259680 (3h-isoindol-1-ol)


  Mrv1652309082203382D          

 10 11  0  0  0  0            999 V2000
    0.8838   -2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 N   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
    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  1  0  0  0  0
  5  6  2  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
  5 10  1  0  0  0  0
  2 10  1  0  0  0  0
M  END
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3D MOL for NP0259680 (3h-isoindol-1-ol)

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3D SDF for NP0259680 (3h-isoindol-1-ol)

  Mrv1652309082203382D          

 10 11  0  0  0  0            999 V2000
    0.8838   -2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 N   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
    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  1  0  0  0  0
  5  6  2  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
  5 10  1  0  0  0  0
  2 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0259680

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=NCC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C8H7NO/c10-8-7-4-2-1-3-6(7)5-9-8/h1-4H,5H2,(H,9,10)

> <INCHI_KEY>
PXZQEOJJUGGUIB-UHFFFAOYSA-N

> <FORMULA>
C8H7NO

> <MOLECULAR_WEIGHT>
133.15

> <EXACT_MASS>
133.052763849

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
13.66851530117291

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1H-isoindol-3-ol

> <JCHEM_LOGP>
1.618393604333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
16.08718118616384

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.064505222034931

> <JCHEM_PKA_STRONGEST_BASIC>
3.8565078287868264

> <JCHEM_POLAR_SURFACE_AREA>
32.59

> <JCHEM_REFRACTIVITY>
39.1094

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3H-isoindol-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0259680 (3h-isoindol-1-ol)
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PDB for NP0259680 (3h-isoindol-1-ol)
HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  O   UNK     0       1.650  -4.013   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.220  -1.303   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5    2                                                  
MASTER        0    0    0    0    0    0    0    0   10    0   22    0
END

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3D PDB for NP0259680 (3h-isoindol-1-ol)
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SMILES for NP0259680 (3h-isoindol-1-ol)
OC1=NCC2=CC=CC=C12
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INCHI for NP0259680 (3h-isoindol-1-ol)
InChI=1S/C8H7NO/c10-8-7-4-2-1-3-6(7)5-9-8/h1-4H,5H2,(H,9,10)
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View in JSmol
Synonyms
ValueSource
1-oxo-IsoindolineChEBI
2,3-Dihydro-1H-isoindol-1-oneChEBI
2,3-Dihydro-3-oxo-1H-isoindoleChEBI
Dihydro-isoindol-1-oneChEBI
IsoindolinoneHMDB
PhthalimidineHMDB
Chemical FormulaC8H7NO
Average Mass133.1500 Da
Monoisotopic Mass133.05276 Da
IUPAC Name1H-isoindol-3-ol
Traditional Name3H-isoindol-1-ol
CAS Registry NumberNot Available
SMILES
OC1=NCC2=CC=CC=C12
InChI Identifier
InChI=1S/C8H7NO/c10-8-7-4-2-1-3-6(7)5-9-8/h1-4H,5H2,(H,9,10)
InChI KeyPXZQEOJJUGGUIB-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Stachybotrys chlorohalonataLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIsoindoles and derivatives  
Sub ClassIsoindolines  
Direct ParentIsoindolones  
Alternative Parents
Substituents
  • Isoindolone
    • 

  • Isoindole
    • 

  • Benzenoid
    • 

  • Carboxamide group
    • 

  • Lactam
    • 

  • Secondary carboxylic acid amide
    • 

  • Carboxylic acid derivative
    • 

  • Azacycle
    • 

  • Organopnictogen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.62ChemAxon
pKa (Strongest Acidic)8.06ChemAxon
pKa (Strongest Basic)3.86ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area32.59 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity39.11 m³·mol⁻¹ChemAxon
Polarizability13.67 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0253647  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00029429  
Chemspider ID9784  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10199  
PDB IDNot Available
ChEBI ID74235  
Good Scents IDNot Available
References
General References
  1. Yang GY, Dai JM, Li ZJ, Wang J, Yang FX, Liu X, Li J, Gao Q, Li XM, Li YK, Wang WG, Zhou M, Hu QF: Isoindolin-1-ones from the stems of Nicotiana tabacum and their antiviral activities. Arch Pharm Res. 2022 Aug;45(8):572-583. doi: 10.1007/s12272-022-01399-x. Epub  2022 Aug 20. [PubMed:35986889  ] 
  2. El Dhaibi FB, Youssef A, Fettinger JC, Kurth MJ, Haddadin MJ: Preparation of 3-Substituted Isoindolin-1-one, Cinnoline, and 1,2,4-[e]-Benzotriazine Derivatives. ACS Omega. 2022 Jul 20;7(30):26871-26880. doi: 10.1021/acsomega.2c03045.  eCollection 2022 Aug 2. [PubMed:35936437  ] 
  3. Mardjan MID, Hariadi MF, Putri IM, Musyarrofah NA, Salimah M, Priatmoko, Purwono B, Commeiras L: Ultrasonic-assisted-synthesis of isoindolin-1-one derivatives. RSC Adv. 2022 Jun 29;12(29):19016-19021. doi: 10.1039/d2ra02720h. eCollection  2022 Jun 22. [PubMed:35873335  ] 
  4. Ghosh S, Cho SJ: Structural Insights from Molecular Modeling of Isoindolin-1-One Derivatives as PI3Kgamma Inhibitors against Gastric Carcinoma. Biomedicines. 2022 Mar 30;10(4):813. doi: 10.3390/biomedicines10040813. [PubMed:35453562  ] 
  5. Zeng F, Nye JA, Voll RJ, Mun J, Goodman MM: Synthesis and Evaluation of [(11)C]7-Halogen-2-Phenyl Isoindolone Derivatives: Potential PET Radioligands for in vivo Imaging of 5-HT(2) (C) Receptors. Front Neurosci. 2021 Nov 26;15:766320. doi: 10.3389/fnins.2021.766320.  eCollection 2021. [PubMed:34899169  ] 
  6. LOTUS database [Link]