Metabolite N,O-didesmethyl diltiazem

Name

N,O-didesmethyl diltiazem

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 386.47
Monoisotopic: 386.13002837

Chemical Formula

C₂₀H₂₂N₂O₄S

InChI Key

WRFWPKPPSGMXIS-MOPGFXCFSA-N

InChI

InChI=1S/C20H22N2O4S/c1-13(23)26-18-19(14-7-9-15(24)10-8-14)27-17-6-4-3-5-16(17)22(20(18)25)12-11-21-2/h3-10,18-19,21,24H,11-12H2,1-2H3/t18-,19+/m1/s1

IUPAC Name

(2S,3S)-2-(4-hydroxyphenyl)-5-[2-(methylamino)ethyl]-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate

SMILES

CNCCN1C2=C(S[C@H]([C@@H](OC(C)=O)C1=O)C1=CC=C(O)C=C1)C=CC=C2

Reactions

Diltiazem

N-monodesmethyl diltiazem
- N-monodesmethyl diltiazem
  
  N,O-didesmethyl diltiazem
- N-monodesmethyl diltiazem
  
  Deacetyl N-monodesmethyl diltiazem
  - Deacetyl N-monodesmethyl diltiazem
    
    Deacetyl N,O-didesmethyl diltiazem

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a4i-0009000000-487e340d6ee83caffa39
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a4j-0259000000-b4ef769b4d2ac18b9380
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-005i-0059000000-5280f57fe949082b18cc
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-002b-0973000000-c89d860b67c223e1a1bb
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a4i-9056000000-938ea36edb27cd237cac
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-06sr-3092000000-424abb45e53f5435406a

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	184.09644	predicted	DeepCCS 1.0 (2019)
[M+H]+	186.492	predicted	DeepCCS 1.0 (2019)
[M+Na]+	192.49596	predicted	DeepCCS 1.0 (2019)

External Links

ZINC: ZINC000013650941

Predicted Properties

Property	Value	Source
logP	1.68	Chemaxon
pKa (Strongest Acidic)	9.67	Chemaxon
pKa (Strongest Basic)	9.02	Chemaxon
Physiological Charge	1	Chemaxon
Hydrogen Acceptor Count	4	Chemaxon
Hydrogen Donor Count	2	Chemaxon
Polar Surface Area	78.87 Å²	Chemaxon
Rotatable Bond Count	6	Chemaxon
Refractivity	104.59 m³·mol^-1	Chemaxon
Polarizability	39.33 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	Yes	Chemaxon

Metabolite N,O-didesmethyl diltiazem

Structure for N,O-didesmethyl diltiazem

Collision Cross Sections (CCS)