N-{2-[2-(2,4-Dichloro-phenyl)-2-hydroxy-ethylamino]-ethyl}-isobutyramide HCl

ID: ALA1743670

PubChem CID: 54584691

Max Phase: Preclinical

Molecular Formula: C14H21Cl3N2O2

Molecular Weight: 319.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C(=O)NCCNCC(O)c1ccc(Cl)cc1Cl.Cl

Standard InChI:  InChI=1S/C14H20Cl2N2O2.ClH/c1-9(2)14(20)18-6-5-17-8-13(19)11-4-3-10(15)7-12(11)16;/h3-4,7,9,13,17,19H,5-6,8H2,1-2H3,(H,18,20);1H

Standard InChI Key:  PNOYXWBVEUXWFQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 20  0  0  0  0  0  0  0  0999 V2000
    1.4773   -4.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7648   -4.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4773   -4.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0523   -4.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4773   -5.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4773   -3.4944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1898   -4.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7648   -4.7402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0523   -5.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7606   -3.5194    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.1898   -4.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7648   -5.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6231   -4.3319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6644   -5.9944    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1898   -3.5152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9023   -4.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0523   -4.3277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3398   -4.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1981   -5.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9106   -4.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4161   -7.8080    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  8  1  0
  4  2  1  0
  5  1  1  0
  6  3  2  0
  7  1  1  0
  8 17  1  0
  9 12  1  0
 10  2  1  0
 11  3  1  0
 12  5  2  0
 13 16  1  0
 14  9  1  0
 15  7  1  0
 16  7  1  0
 17 18  1  0
 18 13  1  0
 19 11  1  0
 20 11  1  0
  9  4  2  0
M  END

Molecule Features

Natural Product: No

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: 319.23

Molecular Weight (Monoisotopic): 318.0902

AlogP: 2.39

#Rotatable Bonds: 7

Polar Surface Area: 61.36

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.83

CX Basic pKa: 8.55

CX LogP: 2.37

CX LogD: 1.20

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: -0.88

References

1. Large MS, Smith LH..  (1980)  Beta-adrenergic blocking agents. 19. 1-Phenyl-2-[[(substituted-amido)alkyl]amino]ethanols.,  23  (2): [PMID:6102152] [10.1021/jm00176a002]

Source

Source(1):

• Scientific Literature