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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-04 19:02:07 UTC

Update Date

2019-07-23 07:15:10 UTC

HMDB ID

HMDB0060827

Secondary Accession Numbers

HMDB60827

Metabolite Identification

Common Name

ID11614

Description

ID11614 is a metabolite of lurasidone. Lurasidone (trade name Latuda) is an atypical antipsychotic developed by Dainippon Sumitomo Pharma. It was approved by the U.S. Food and Drug Administration (FDA) for treatment of schizophrenia on October 28, 2010 after a review that found that two of the four Phase III clinical trials supported efficacy, while one showed only marginal efficacy and one was not interpretable because of high drop-out rates. (Wikipedia)

Structure

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


  Mrv0541 07041312022D          

 15 17  0  0  0  0            999 V2000
   -0.1014    2.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536    1.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.7541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054    0.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604    1.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083    2.3234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  1  6  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060827

> <DATABASE_NAME>
hmdb

> <SMILES>
C1CN(CCN1)C1=NSC2=C1C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C11H13N3S/c1-2-4-10-9(3-1)11(13-15-10)14-7-5-12-6-8-14/h1-4,12H,5-8H2

> <INCHI_KEY>
KRDOFMHJLWKXIU-UHFFFAOYSA-N

> <FORMULA>
C11H13N3S

> <MOLECULAR_WEIGHT>
219.306

> <EXACT_MASS>
219.083018121

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
23.73053622070072

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(piperazin-1-yl)-1,2-benzothiazole

> <ALOGPS_LOGP>
2.06

> <JCHEM_LOGP>
2.2050151516666667

> <ALOGPS_LOGS>
-2.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.712354811014531

> <JCHEM_POLAR_SURFACE_AREA>
28.16

> <JCHEM_REFRACTIVITY>
63.730800000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.53e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(piperazin-1-yl)-1,2-benzothiazole

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 04-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUL-13         0                                  
HETATM    1  C   UNK     0      -0.189   4.017   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.287   2.552   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -0.744   1.408   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -2.250   1.728   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.726   3.193   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -1.695   4.337   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -0.268  -0.057   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -1.173  -1.303   0.000  0.00  0.00           N+0
HETATM    9  S   UNK     0      -0.268  -2.549   0.000  0.00  0.00           S+0
HETATM   10  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    3    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10    7   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

COMPND    HMDB0061056
HETATM    1  C1  UNL     1       4.301  -0.390  -0.297  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.299  -0.076  -1.170  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.981  -0.028  -0.791  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.563  -0.301   0.528  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.303  -0.286   1.050  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.928  -0.038   0.366  1.00  0.00           N  
HETATM    7  C6  UNL     1      -2.111   0.288   1.143  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.074   1.169   0.428  1.00  0.00           C  
HETATM    9  N2  UNL     1      -3.342   0.778  -0.930  1.00  0.00           N  
HETATM   10  C8  UNL     1      -2.598  -0.387  -1.337  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.087  -0.127  -1.046  1.00  0.00           C  
HETATM   12  N3  UNL     1       0.219  -0.583   2.372  1.00  0.00           N  
HETATM   13  S1  UNL     1       1.789  -0.868   2.859  1.00  0.00           S  
HETATM   14  C10 UNL     1       2.582  -0.611   1.382  1.00  0.00           C  
HETATM   15  C11 UNL     1       3.918  -0.660   1.003  1.00  0.00           C  
HETATM   16  H1  UNL     1       5.340  -0.435  -0.566  1.00  0.00           H  
HETATM   17  H2  UNL     1       3.587   0.138  -2.192  1.00  0.00           H  
HETATM   18  H3  UNL     1       1.288   0.244  -1.573  1.00  0.00           H  
HETATM   19  H4  UNL     1      -1.850   0.773   2.106  1.00  0.00           H  
HETATM   20  H5  UNL     1      -2.624  -0.667   1.384  1.00  0.00           H  
HETATM   21  H6  UNL     1      -4.036   1.146   0.980  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.693   2.209   0.478  1.00  0.00           H  
HETATM   23  H8  UNL     1      -3.341   1.545  -1.611  1.00  0.00           H  
HETATM   24  H9  UNL     1      -2.687  -0.491  -2.438  1.00  0.00           H  
HETATM   25  H10 UNL     1      -2.942  -1.259  -0.790  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.611  -1.013  -1.504  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.917   0.831  -1.557  1.00  0.00           H  
HETATM   28  H13 UNL     1       4.672  -0.911   1.723  1.00  0.00           H  
CONECT    1    2    2   15   16
CONECT    2    3   17
CONECT    3    4    4   18
CONECT    4    5   14
CONECT    5    6   12   12
CONECT    6    7   11
CONECT    7    8   19   20
CONECT    8    9   21   22
CONECT    9   10   23
CONECT   10   11   24   25
CONECT   11   26   27
CONECT   12   13
CONECT   13   14
CONECT   14   15   15
CONECT   15   28
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Benzisothiazole-3-yl-piperazine (bitp)	HMDB

Chemical Formula

C₁₁H₁₃N₃S

Average Molecular Weight

219.306

Monoisotopic Molecular Weight

219.083018121

IUPAC Name

3-(piperazin-1-yl)-1,2-benzothiazole

Traditional Name

3-(piperazin-1-yl)-1,2-benzothiazole

CAS Registry Number

Not Available

SMILES

C1CN(CCN1)C1=NSC2=C1C=CC=C2

InChI Identifier

InChI=1S/C11H13N3S/c1-2-4-10-9(3-1)11(13-15-10)14-7-5-12-6-8-14/h1-4,12H,5-8H2

InChI Key

KRDOFMHJLWKXIU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-arylpiperazines. These are organic compounds containing a piperazine ring where the nitrogen ring atom carries an aryl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazinanes

Sub Class

Piperazines

Direct Parent

N-arylpiperazines

Alternative Parents

Substituents

N-arylpiperazine
1,2-benzothiazole
Dialkylarylamine
Imidolactam
Benzenoid
1,2-thiazolamine
Heteroaromatic compound
Thiazole
Azole
Azacycle
Secondary amine
Secondary aliphatic amine
Hydrocarbon derivative
Organic nitrogen compound
Organonitrogen compound
Amine
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Kidney (HMDB: HMDB0060827)
Liver (HMDB: HMDB0060827)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060827)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060827)

Cellular substructure

Cytoplasm (HMDB: HMDB0060827)
Membrane (HMDB: HMDB0060827)

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
Water Solubility	0.25 g/L	ALOGPS
logP	2.06	ALOGPS
logP	2.21	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Basic)	8.71	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	28.16 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	63.73 m³·mol⁻¹	ChemAxon
Polarizability	23.73 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	147.255	31661259
DarkChem	[M-H]-	143.557	31661259
DeepCCS	[M+H]+	142.068	30932474
DeepCCS	[M-H]-	139.553	30932474
DeepCCS	[M-2H]-	175.286	30932474
DeepCCS	[M+Na]+	150.825	30932474
AllCCS	[M+H]+	148.3	32859911
AllCCS	[M+H-H2O]+	144.3	32859911
AllCCS	[M+NH4]+	152.1	32859911
AllCCS	[M+Na]+	153.2	32859911
AllCCS	[M-H]-	151.4	32859911
AllCCS	[M+Na-2H]-	151.3	32859911
AllCCS	[M+HCOO]-	151.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
ID11614	C1CN(CCN1)C1=NSC2=C1C=CC=C2	2828.6	Standard polar	33892256
ID11614	C1CN(CCN1)C1=NSC2=C1C=CC=C2	1909.9	Standard non polar	33892256
ID11614	C1CN(CCN1)C1=NSC2=C1C=CC=C2	2103.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
ID11614,1TMS,isomer #1	C[Si](C)(C)N1CCN(C2=NSC3=CC=CC=C23)CC1	2291.9	Semi standard non polar	33892256
ID11614,1TMS,isomer #1	C[Si](C)(C)N1CCN(C2=NSC3=CC=CC=C23)CC1	2200.6	Standard non polar	33892256
ID11614,1TMS,isomer #1	C[Si](C)(C)N1CCN(C2=NSC3=CC=CC=C23)CC1	2894.1	Standard polar	33892256
ID11614,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCN(C2=NSC3=CC=CC=C23)CC1	2495.5	Semi standard non polar	33892256
ID11614,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCN(C2=NSC3=CC=CC=C23)CC1	2414.4	Standard non polar	33892256
ID11614,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCN(C2=NSC3=CC=CC=C23)CC1	3076.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - ID11614 GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-5930000000-b4e0eddf273fc2ae4e4e	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ID11614 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ID11614 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ID11614 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ID11614 10V, Positive-QTOF	splash10-00di-0090000000-00f32c16895ed963636e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ID11614 20V, Positive-QTOF	splash10-00di-0390000000-a885bcb3e4fec53af76c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ID11614 40V, Positive-QTOF	splash10-00di-4900000000-b41a400b97df3ead6719	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ID11614 10V, Negative-QTOF	splash10-014i-0090000000-e5e806c0810659ed390e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ID11614 20V, Negative-QTOF	splash10-014i-0980000000-af5d1ff488b71c82e7c1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ID11614 40V, Negative-QTOF	splash10-0006-9500000000-2e19f5bff325c47bc717	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ID11614 10V, Positive-QTOF	splash10-00di-0090000000-898a15bba18eafbd3f02	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ID11614 20V, Positive-QTOF	splash10-00di-0090000000-898a15bba18eafbd3f02	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ID11614 40V, Positive-QTOF	splash10-0it9-1910000000-37262c81a0f8c3e22c68	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ID11614 10V, Negative-QTOF	splash10-014i-0090000000-ed961a09ac414738291a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ID11614 20V, Negative-QTOF	splash10-014i-0290000000-0fc0be0f27092e0474e4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ID11614 40V, Negative-QTOF	splash10-0a4i-0900000000-9b503082e9b879f3c18b	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

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

2772144

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

Not Available

Showing metabocard for ID11614 (HMDB0060827)

MOL for HMDB0060827 (ID11614)

3D MOL for HMDB0060827 (ID11614)

3D SDF for HMDB0060827 (ID11614)

3D-SDF for HMDB0060827 (ID11614)

PDB for HMDB0060827 (ID11614)

3D PDB for HMDB0060827 (ID11614)

SMILES for HMDB0060827 (ID11614)

INCHI for HMDB0060827 (ID11614)

Structure for HMDB0060827 (ID11614)

3D Structure for HMDB0060827 (ID11614)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra