ID: ALA30816

Max Phase: Preclinical

Molecular Formula: C11H15Cl2NO

Molecular Weight: 248.15

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C11H15Cl2NO/c1-7(2)14-6-11(15)8-3-4-9(12)10(13)5-8/h3-5,7,11,14-15H,6H2,1-2H3

Standard InChI Key:  VKMGSWIFEHZQRS-UHFFFAOYSA-N

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

Properties

Molecular Weight: 248.15

Molecular Weight (Monoisotopic): 247.0531

AlogP: 3.02

#Rotatable Bonds: 4

Polar Surface Area: 32.26

Molecular Species: BASE

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.51

CX LogP: 2.88

CX LogD: 0.80

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.86

Np Likeness Score: -0.75

References

1. Solmajer T, Lukovits I, Hadzi D..  (1982)  Correlation between affinity toward adrenergic receptors and approximate electrostatic potentials of phenylethylamine derivatives. 1. Effects of the side chain.,  25  (12): [PMID:7154001] [10.1021/jm00354a004]

2. Macchia B, Balsamo A, Breschi MC, Chiellini G, Macchia M, Martinelli A, Martini C, Nardini C, Nencetti S, Rossello A..  (1994)  The [(methyloxy)imino]methyl moiety as a bioisoster of aryl. A novel class of completely aliphatic beta-adrenergic receptor antagonists.,  37  (10): [PMID:7910217] [10.1021/jm00036a018]

3. el Tayar N, Carrupt PA, Van de Waterbeemd H, Testa B..  (1988)  Modeling of beta-adrenoceptors based on molecular electrostatic potential studies of agonists and antagonists.,  31  (11): [PMID:2903243] [10.1021/jm00119a004]

4. Kaiser C, Oh HJ, Garcia-Slanga BJ, Sulpizio AC, Hieble JP, Wawro JE, Kruse LI..  (1986)  6,7-Dichloro-1-(3,4,5-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline . A structurally novel beta-adrenergic receptor blocking agent.,  29  (11): [PMID:2878080] [10.1021/jm00161a039]

5. 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]

6. Subbaiah MAM, Meanwell NA..  (2021)  Bioisosteres of the Phenyl Ring: Recent Strategic Applications in Lead Optimization and Drug Design.,  64  (19.0): [PMID:34591488] [10.1021/acs.jmedchem.1c01215]

Source

Source(1):

• Scientific Literature