bis-(1,2 Phenyl-carbamic acid) 3-piperidin-1-yl-propyl ester

ID: ALA338667

Chembl Id: CHEMBL338667

Cas Number: 101-08-6

PubChem CID: 10831

Max Phase: Phase

Molecular Formula: C22H27N3O4

Molecular Weight: 397.48

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Diperodon | Diperodon anhydrous | Diperodon|101-08-6|Diperodon anhydrous|Diperodon [INN]|UIN4PYP84R|[2-(phenylcarbamoyloxy)-3-piperidin-1-ylpropyl] N-phenylcarbamate|Diperodonum|1,2-Propanediol, 3-(1-piperidinyl)-, bis(phenylcarbamate)|UNII-UIN4PYP84R|N-phenylcarbamic acid [2-[anilino(oxo)methoxy]-3-(1-piperidinyl)propyl] ester|Diperodonum [INN-Latin]|3-(1-Piperidinyl)-1,2-propanediol bis(phenylcarbamate) (ester); 3-Piperidino-1,2-propanediol dicarbanilate; Diothane; Diperodon; Diperodone; (+/-)Show More⌵

Canonical SMILES:  O=C(Nc1ccccc1)OCC(CN1CCCCC1)OC(=O)Nc1ccccc1

Standard InChI:  InChI=1S/C22H27N3O4/c26-21(23-18-10-4-1-5-11-18)28-17-20(16-25-14-8-3-9-15-25)29-22(27)24-19-12-6-2-7-13-19/h1-2,4-7,10-13,20H,3,8-9,14-17H2,(H,23,26)(H,24,27)

Standard InChI Key:  YUGZHQHSNYIFLG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA338667

   DIPERODON

2. Alternative Forms:

   

   ALA338667

   Diperodon hydrochloride

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 397.48

Molecular Weight (Monoisotopic): 397.2002

AlogP: 4.34

#Rotatable Bonds: 7

Polar Surface Area: 79.90

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.73

CX Basic pKa: 8.25

CX LogP: 4.42

CX LogD: 3.51

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.73

Np Likeness Score: -0.65

References

1. McNeal ET, Lewandowski GA, Daly JW, Creveling CR..  (1985)  [3H]Batrachotoxinin A 20 alpha-benzoate binding to voltage-sensitive sodium channels: a rapid and quantitative assay for local anesthetic activity in a variety of drugs.,  28  (3): [PMID:2579237] [10.1021/jm00381a019]

2. Vincent F, Nguyen MT, Emerling DE, Kelly MG, Duncton MA..  (2009)  Mining biologically-active molecules for inhibitors of fatty acid amide hydrolase (FAAH): identification of phenmedipham and amperozide as FAAH inhibitors.,  19  (23): [PMID:19850474] [10.1016/j.bmcl.2009.09.086]

3. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

4. PubChem BioAssay data set, 

5. Ellen Van Damme.  (2021)  Screening of ~5500 FDA-approved drugs and clinical candidates for anti-SARS-CoV-2 activity,  [10.6019/CHEMBL4651402]

6. Bernhard Ellinger, Justus Dick, Vanessa Lage-Rupprecht, Bruce Schultz, Andrea Zaliani, Marcin Namysl, Stephan Gebel, Ole Pless, Jeanette Reinshagen, Christian Ebeling, Alexander Esser, Marc Jacobs, Carsten Claussen, and Martin Hofmann-Apitius.  (2021)  HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators,  [10.6019/CHEMBL4808148]

7. Sutherland JJ, Yonchev D, Fekete A, Urban L..  (2023)  A preclinical secondary pharmacology resource illuminates target-adverse drug reaction associations of marketed drugs.,  14  (1): [PMID:37468498] [10.1038/s41467-023-40064-9]

8. Zimmermann M, Zimmermann-Kogadeeva M, Wegmann R, Goodman AL..  (2019)  Mapping human microbiome drug metabolism by gut bacteria and their genes.,  570  (7762): [PMID:31158845] [10.1038/s41586-019-1291-3]

Source

Source(6):

• Scientific Literature
• PubChem BioAssays
• USP Dictionary of USAN and International Drug Names
• IMI-CARE SARS-CoV-2 Data
• Fraunhofer HDAC6
• Zimmerman Lab Biotransformation data Dec 2023