Metabolite O-desmethyl-des-4-chlorobenzoyl

Name

O-desmethyl-des-4-chlorobenzoyl

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 357.788
Monoisotopic: 357.076785712

Chemical Formula

C₁₉H₁₆ClNO₄

InChI Key

CGIGDMFJXJATDK-UHFFFAOYSA-N

InChI

InChI=1S/C19H16ClNO4/c1-11-15(10-18(22)23)16-9-14(25-2)7-8-17(16)21(11)19(24)12-3-5-13(20)6-4-12/h3-9H,10H2,1-2H3,(H,22,23)

IUPAC Name

2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetic acid

SMILES

COC1=CC2=C(C=C1)N(C(=O)C1=CC=C(Cl)C=C1)C(C)=C2CC(O)=O

Reactions

Acemetacin

O-desmethyl-des-4-chlorobenzoyl
- O-desmethyl-des-4-chlorobenzoyl
  
  O-desmethyl-des-4-chlorobenzoyl glucuronide

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-000i-0921000000-71472b2fb43c8acb2e55
GC-MS Spectrum - EI-B	GC-MS	splash10-002f-9100000000-2545b33ef519ca9557d7
Mass Spectrum (Electron Ionization)	MS	splash10-000i-1901000000-710010c41f0ded9b0f17
LC-MS/MS Spectrum - LC-ESI-qTof , Positive	LC-MS/MS	splash10-000i-2902000000-8effecdaf737eb86e781
LC-MS/MS Spectrum - LC-ESI-qTof , Positive	LC-MS/MS	splash10-000i-0901000000-aa0cdbd9e10c432d837c
LC-MS/MS Spectrum - LC-ESI-qTof , Positive	LC-MS/MS	splash10-014u-2900000000-3bf048feb0cc9b0867e8
LC-MS/MS Spectrum - LC-ESI-ITFT , negative	LC-MS/MS	splash10-03di-0009000000-5a4abda1542473813a5d
LC-MS/MS Spectrum - LC-ESI-ITFT , negative	LC-MS/MS	splash10-03di-0019000000-b80206e17a22fdf15299
LC-MS/MS Spectrum - LC-ESI-ITFT , negative	LC-MS/MS	splash10-0002-0093000000-4e04725a4a7ea8db1880
LC-MS/MS Spectrum - LC-ESI-ITFT , negative	LC-MS/MS	splash10-0bt9-0906000000-44825d096b6f8c6091ab
LC-MS/MS Spectrum - LC-ESI-ITFT , negative	LC-MS/MS	splash10-053r-0890000000-e9f8e33084842b2a91e0
LC-MS/MS Spectrum - LC-ESI-ITFT , negative	LC-MS/MS	splash10-0a4i-0900000000-5aee2869a858e70aa8cb
LC-MS/MS Spectrum - LC-ESI-ITFT , negative	LC-MS/MS	splash10-0a4i-0900000000-5aee2869a858e70aa8cb
LC-MS/MS Spectrum - LC-ESI-ITFT , negative	LC-MS/MS	splash10-03di-0019000000-b9916635c4db449698ab
LC-MS/MS Spectrum - LC-ESI-ITFT , negative	LC-MS/MS	splash10-0002-0092000000-270cd44f32c881ded6aa
LC-MS/MS Spectrum - LC-ESI-ITFT , negative	LC-MS/MS	splash10-0a4j-0973000000-6e9ac766080e35c8b297
LC-MS/MS Spectrum - LC-ESI-ITFT , negative	LC-MS/MS	splash10-053r-0790000000-b0e6139fc1746c17ddb7
LC-MS/MS Spectrum - LC-ESI-ITFT , negative	LC-MS/MS	splash10-0a4i-0900000000-1df95eb7ff5058a870cc
LC-MS/MS Spectrum - LC-ESI-ITFT , negative	LC-MS/MS	splash10-03di-0009000000-6a65e96ca253d6a3dda0
LC-MS/MS Spectrum - LC-ESI-QFT , negative	LC-MS/MS	splash10-08gi-0195000000-7ea82149ddaa783e01df
LC-MS/MS Spectrum - LC-ESI-ITFT , positive	LC-MS/MS	splash10-00di-0900000000-1208c0d5e605b8b69605
LC-MS/MS Spectrum - LC-ESI-ITFT , positive	LC-MS/MS	splash10-0a4r-0709000000-1814b324e15b59fa31a5
LC-MS/MS Spectrum - LC-ESI-ITFT , positive	LC-MS/MS	splash10-000i-0900000000-da84cf2df3db68610ae6
LC-MS/MS Spectrum - LC-ESI-ITFT , positive	LC-MS/MS	splash10-000i-0900000000-f05d502a85960fefa1b3
LC-MS/MS Spectrum - LC-ESI-ITFT , positive	LC-MS/MS	splash10-000i-0900000000-ef4bc1155685673e5c96
LC-MS/MS Spectrum - LC-ESI-ITFT , positive	LC-MS/MS	splash10-000i-1900000000-f3d47b27b5deef302e24
LC-MS/MS Spectrum - LC-ESI-ITFT , positive	LC-MS/MS	splash10-000i-1900000000-529c521348d72ac3ac2c
LC-MS/MS Spectrum - LC-ESI-ITFT , positive	LC-MS/MS	splash10-0a4r-0709000000-552147af435f6203b275
LC-MS/MS Spectrum - LC-ESI-ITFT , positive	LC-MS/MS	splash10-000i-0900000000-3ecb36f2b39a0a31490e
LC-MS/MS Spectrum - LC-ESI-ITFT , positive	LC-MS/MS	splash10-000i-0900000000-3f989b1435664e5bd1c9
LC-MS/MS Spectrum - LC-ESI-ITFT , positive	LC-MS/MS	splash10-000i-0900000000-432dc50c7beda844e96f
LC-MS/MS Spectrum - LC-ESI-ITFT , positive	LC-MS/MS	splash10-000i-0900000000-3a2c27afaa406477bb36
LC-MS/MS Spectrum - LC-ESI-ITFT , positive	LC-MS/MS	splash10-000i-1900000000-30707a04c6d14ccc1494
LC-MS/MS Spectrum - LC-ESI-ITFT , positive	LC-MS/MS	splash10-00di-0900000000-ceb3b04d9de59607c950
MS/MS Spectrum - , positive	LC-MS/MS	splash10-000i-2902000000-8effecdaf737eb86e781
MS/MS Spectrum - , positive	LC-MS/MS	splash10-000i-0901000000-aa0cdbd9e10c432d837c
MS/MS Spectrum - , positive	LC-MS/MS	splash10-000i-3900000000-353e94b605ae82792fae
LC-MS/MS Spectrum - LC-ESI-QFT , positive	LC-MS/MS	splash10-000i-0901000000-5c9675c7c76c033ffc5b
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a4i-0009000000-7a21f3ce0463915fd604
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a4i-0009000000-aa85475b506e40224aaf
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a4r-0839000000-de3bcfe4027e9454d01f
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-053r-8029000000-769e2411f9d152f46d93
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-052r-0910000000-91e7cbb2a0c96149d304
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-001i-9010000000-5177a0b85e9459459e27
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a4i-0009000000-7a21f3ce0463915fd604
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a4i-0009000000-aa85475b506e40224aaf
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a4r-0839000000-de3bcfe4027e9454d01f
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-053r-8029000000-769e2411f9d152f46d93
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-052r-0910000000-91e7cbb2a0c96149d304
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-001i-9010000000-5177a0b85e9459459e27
1H NMR Spectrum	1D NMR	Not Applicable
13C NMR Spectrum	1D NMR	Not Applicable
Predicted 1H NMR Spectrum	1D NMR	Not Applicable
Predicted 13C NMR Spectrum	1D NMR	Not Applicable

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	191.8318517	predicted	DarkChem Lite v0.1.0
[M-H]-	192.3842517	predicted	DarkChem Lite v0.1.0
[M-H]-	192.0699517	predicted	DarkChem Lite v0.1.0
[M-H]-	181.18584	predicted	DeepCCS 1.0 (2019)
[M-H]-	191.8318517	predicted	DarkChem Lite v0.1.0
[M-H]-	192.3842517	predicted	DarkChem Lite v0.1.0
[M-H]-	192.0699517	predicted	DarkChem Lite v0.1.0
[M-H]-	181.18584	predicted	DeepCCS 1.0 (2019)
[M+H]+	192.2708517	predicted	DarkChem Lite v0.1.0
[M+H]+	193.6368517	predicted	DarkChem Lite v0.1.0
[M+H]+	192.5201517	predicted	DarkChem Lite v0.1.0
[M+H]+	183.56938	predicted	DeepCCS 1.0 (2019)
[M+H]+	192.2708517	predicted	DarkChem Lite v0.1.0
[M+H]+	193.6368517	predicted	DarkChem Lite v0.1.0
[M+H]+	192.5201517	predicted	DarkChem Lite v0.1.0
[M+H]+	183.56938	predicted	DeepCCS 1.0 (2019)
[M+Na]+	192.1285517	predicted	DarkChem Lite v0.1.0
[M+Na]+	193.4278517	predicted	DarkChem Lite v0.1.0
[M+Na]+	192.0808517	predicted	DarkChem Lite v0.1.0
[M+Na]+	191.20998	predicted	DeepCCS 1.0 (2019)
[M+Na]+	192.1285517	predicted	DarkChem Lite v0.1.0
[M+Na]+	193.4278517	predicted	DarkChem Lite v0.1.0
[M+Na]+	192.0808517	predicted	DarkChem Lite v0.1.0
[M+Na]+	191.20998	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0014473
KEGG Compound: C01926
ChemSpider: 3584
BindingDB: 17638
ChEBI: 49662
ChEMBL: CHEMBL6
ZINC: ZINC000000601283
PharmGKB: PA449982
PDBe Ligand: IMN

Predicted Properties

Property	Value	Source
Water Solubility	0.0024 mg/mL	ALOGPS
logP	4.25	ALOGPS
logP	3.53	Chemaxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	3.79	Chemaxon
pKa (Strongest Basic)	-2.9	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	4	Chemaxon
Hydrogen Donor Count	1	Chemaxon
Polar Surface Area	68.53 Å²	Chemaxon
Rotatable Bond Count	4	Chemaxon
Refractivity	94.81 m³·mol^-1	Chemaxon
Polarizability	36.64 Å³	Chemaxon
Number of Rings	3	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	Yes	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite O-desmethyl-des-4-chlorobenzoyl

Structure for O-desmethyl-des-4-chlorobenzoyl

Collision Cross Sections (CCS)