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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:29:30 UTC

Update Date

2021-09-26 22:55:35 UTC

HMDB ID

HMDB0246473

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Iniparib

Description

4-iodo-3-nitrobenzene-1-carboximidic acid belongs to the class of organic compounds known as 4-halobenzoic acids and derivatives. These are benzoic acids or derivatives carrying a halogen atom at the 4-position of the benzene ring. Based on a literature review a significant number of articles have been published on 4-iodo-3-nitrobenzene-1-carboximidic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Iniparib is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Iniparib is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HEADER    PROTEIN                                 14-AUG-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-AUG-17         0                                  
HETATM    1  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  I   UNK     0       1.334   3.850   0.000  0.00  0.00           I+0
HETATM    9  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      -1.334   2.310   0.000  0.00  0.00           N+1
HETATM   11  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O-1
CONECT    1    2    4                                                       
CONECT    2    1    5                                                       
CONECT    3    4    6                                                       
CONECT    4    1    3    7                                                  
CONECT    5    2    6    8                                                  
CONECT    6    3    5   10                                                  
CONECT    7    4    9   11                                                  
CONECT    8    5                                                            
CONECT    9    7                                                            
CONECT   10    6   12   13                                                  
CONECT   11    7                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Iodo-3-nitrobenzene-1-carboximidate	Generator
BSI-201	MeSH
Iniparib	MeSH
BSI 201	MeSH

Chemical Formula

C₇H₅IN₂O₃

Average Molecular Weight

292.032

Monoisotopic Molecular Weight

291.93449

IUPAC Name

4-iodo-3-nitrobenzamide

Traditional Name

iniparib

CAS Registry Number

Not Available

SMILES

NC(=O)C1=CC(=C(I)C=C1)[N+]([O-])=O

InChI Identifier

InChI=1S/C7H5IN2O3/c8-5-2-1-4(7(9)11)3-6(5)10(12)13/h1-3H,(H2,9,11)

InChI Key

MDOJTZQKHMAPBK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-halobenzoic acids and derivatives. These are benzoic acids or derivatives carrying a halogen atom at the 4-position of the benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

4-halobenzoic acids and derivatives

Alternative Parents

Substituents

4-halobenzoic acid or derivatives
Benzamide
Nitrobenzene
Nitroaromatic compound
Benzoyl
Halobenzene
Iodobenzene
Aryl halide
Aryl iodide
Carboxamide group
Organic nitro compound
C-nitro compound
Primary carboxylic acid amide
Carboxylic acid derivative
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic oxoazanium
Organic zwitterion
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organohalogen compound
Organic oxide
Organoiodide
Organonitrogen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.38	ALOGPS
logP	1.69	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	13	ChemAxon
pKa (Strongest Basic)	-0.68	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	86.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	54.82 m³·mol⁻¹	ChemAxon
Polarizability	20.24 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	146.804	30932474
DeepCCS	[M-H]-	143.437	30932474
DeepCCS	[M-2H]-	179.413	30932474
DeepCCS	[M+Na]+	155.419	30932474
AllCCS	[M+H]+	156.6	32859911
AllCCS	[M+H-H2O]+	152.9	32859911
AllCCS	[M+NH4]+	160.0	32859911
AllCCS	[M+Na]+	161.0	32859911
AllCCS	[M-H]-	140.7	32859911
AllCCS	[M+Na-2H]-	141.8	32859911
AllCCS	[M+HCOO]-	143.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Iniparib	NC(=O)C1=CC(=C(I)C=C1)[N+]([O-])=O	2677.1	Standard polar	33892256
Iniparib	NC(=O)C1=CC(=C(I)C=C1)[N+]([O-])=O	1924.8	Standard non polar	33892256
Iniparib	NC(=O)C1=CC(=C(I)C=C1)[N+]([O-])=O	2204.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Iniparib,1TMS,isomer #1	C[Si](C)(C)NC(=O)C1=CC=C(I)C([N+](=O)[O-])=C1	2067.9	Semi standard non polar	33892256
Iniparib,1TMS,isomer #1	C[Si](C)(C)NC(=O)C1=CC=C(I)C([N+](=O)[O-])=C1	2138.5	Standard non polar	33892256
Iniparib,1TMS,isomer #1	C[Si](C)(C)NC(=O)C1=CC=C(I)C([N+](=O)[O-])=C1	2291.6	Standard polar	33892256
Iniparib,2TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=C(I)C([N+](=O)[O-])=C1)[Si](C)(C)C	2111.1	Semi standard non polar	33892256
Iniparib,2TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=C(I)C([N+](=O)[O-])=C1)[Si](C)(C)C	2210.6	Standard non polar	33892256
Iniparib,2TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=C(I)C([N+](=O)[O-])=C1)[Si](C)(C)C	2193.8	Standard polar	33892256
Iniparib,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1=CC=C(I)C([N+](=O)[O-])=C1	2312.8	Semi standard non polar	33892256
Iniparib,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1=CC=C(I)C([N+](=O)[O-])=C1	2401.0	Standard non polar	33892256
Iniparib,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1=CC=C(I)C([N+](=O)[O-])=C1	2401.9	Standard polar	33892256
Iniparib,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=C(I)C([N+](=O)[O-])=C1)[Si](C)(C)C(C)(C)C	2621.3	Semi standard non polar	33892256
Iniparib,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=C(I)C([N+](=O)[O-])=C1)[Si](C)(C)C(C)(C)C	2665.8	Standard non polar	33892256
Iniparib,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=C(I)C([N+](=O)[O-])=C1)[Si](C)(C)C(C)(C)C	2356.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Iniparib GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-6590000000-30ce04f3a7172a46237c	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iniparib GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

7971834

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

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Iniparib (HMDB0246473)

MOL for HMDB0246473 (Iniparib)

3D MOL for HMDB0246473 (Iniparib)

3D SDF for HMDB0246473 (Iniparib)

3D-SDF for HMDB0246473 (Iniparib)

PDB for HMDB0246473 (Iniparib)

3D PDB for HMDB0246473 (Iniparib)

SMILES for HMDB0246473 (Iniparib)

INCHI for HMDB0246473 (Iniparib)

Structure for HMDB0246473 (Iniparib)

3D Structure for HMDB0246473 (Iniparib)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra