tert-Butyl-[2-(3,4-dihydroxy-phenyl)-2-hydroxy-ethyl]-ammonium (Th 1206)

ID: ALA1159715

Chembl Id: CHEMBL1159715

Cas Number: 18866-78-9

PubChem CID: 25104

Max Phase: Phase

Molecular Formula: C12H19NO3

Molecular Weight: 225.29

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Colterol | KWD-2026 | S-1541 | WIN-5563 | Colterol|18866-78-9|Colterolum|Colterol [INN]|(+-)-N-tert-Butylarterenol|(+-)-N-t-Butylnoradrenaline|4-[2-(tert-butylamino)-1-hydroxyethyl]benzene-1,2-diol|(+/-)-N-tert-butylarterenol|CHEBI:73085|1WH11068UO|KWD-2026|WIN-5563|S-1541|Colterolum [INN-Latin]|dl-N-tert-Butylnorepinephrine|Win 5563|UNII-1WH11068UO|(+-)-tert-Butyl noradrenaline|KWD 2026|S 1541|SCHEMBL249585|dl-1-(3,4-Dihydroxyphenyl)-2-tert-butylaminoethanol|CHEMBL1159715|DTXSID40864860|BDBM504Show More⌵

Synonyms from Alternative Forms(4): Colterol mesilate | Colterol mesylate | WIN 5563-3 | WIN-5563-3

Canonical SMILES:  CC(C)(C)NCC(O)c1ccc(O)c(O)c1

Standard InChI:  InChI=1S/C12H19NO3/c1-12(2,3)13-7-11(16)8-4-5-9(14)10(15)6-8/h4-6,11,13-16H,7H2,1-3H3

Standard InChI Key:  PHSMOUBHYUFTDM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1159715

   COLTEROL

2. Alternative Forms:

   

   ALA1159715

   COLTEROL MESYLATE

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: 225.29

Molecular Weight (Monoisotopic): 225.1365

AlogP: 1.52

#Rotatable Bonds: 3

Polar Surface Area: 72.72

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.89

CX Basic pKa: 8.98

CX LogP: 0.46

CX LogD: -0.78

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.59

Np Likeness Score: 0.47

References

1. Donné-Op den Kelder GM, Bultsma T, Timmerman H, Rademaker B..  (1988)  Mapping of the beta 2-adrenoceptor on Chang liver cells. Differences between high- and low-affinity receptor states.,  31  (6): [PMID:2836587] [10.1021/jm00401a004]

2. IJzerman AP, Aué GH, Bultsma T, Linschoten MR, Timmerman H..  (1985)  Quantitative evaluation of the beta 2-adrenoceptor affinity of phenoxypropanolamines and phenylethanolamines.,  28  (9): [PMID:2993621] [10.1021/jm00147a037]

3. IJzerman AP, Bultsma T, Timmerman H..  (1986)  Quantitative evaluation of the beta 2-adrenoceptor intrinsic activity of N-tert-butylphenylethanolamines.,  29  (4): [PMID:2870189] [10.1021/jm00154a020]

4. Jen T, Frazee JS, Kaiser C, Colella DF, Wardell JR..  (1977)  Adrenergic agents. 6. Synthesis and potential beta-adrenergic agonist activity of some meta-substituted p-hydroxyphenylethanolamines related to salbutamol.,  20  (8): [PMID:19629] [10.1021/jm00218a008]

5. Jen T, Frazee JS, Schwartz MS, Erhard KF, Kaiser C..  (1977)  Adrenergic agents. 8.1 Synthesis and beta-adrenergic agonist activity of some 3-tert-butylamino-2-(substituted phenyl)-1-propanols.,  20  (10): [PMID:20504] [10.1021/jm00220a007]

6. Unpublished dataset, 

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

8. Gebauer L, Jensen O, Brockmöller J, Dücker C..  (2022)  Substrates and Inhibitors of the Organic Cation Transporter 3 and Comparison with OCT1 and OCT2.,  65  (18.0): [PMID:36067397] [10.1021/acs.jmedchem.2c01075]

Source

Source(3):

• Scientific Literature
• Active Ingredient of a Prodrug
• IMI-CARE SARS-CoV-2 Data