2-amino-4-(1-(tert-butylamino)-3-hydroxypropan-2-yl)phenol dihydrochloride

ID: ALA3275080

PubChem CID: 90678862

Max Phase: Preclinical

Molecular Formula: C13H23ClN2O2

Molecular Weight: 238.33

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H22N2O2.ClH/c1-13(2,3)15-7-10(8-16)9-4-5-12(17)11(14)6-9;/h4-6,10,15-17H,7-8,14H2,1-3H3;1H

Standard InChI Key:  NASBZMMAYGYHBH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 17  0  0  0  0  0  0  0  0999 V2000
    6.8512   -9.8682    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.4398   -6.8915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1589   -8.1263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5888   -9.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7300   -8.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0171   -8.5469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5878   -8.1210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0200   -9.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4460   -8.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7269   -7.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8753   -8.1382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3017   -8.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5871   -8.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5899   -8.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3035   -9.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8780   -9.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8749   -8.5361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8739   -9.7898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 12 14  1  0
  4 18  1  0
  6  5  1  0
 17 16  1  0
 15  8  2  0
  9  3  1  0
 17  7  1  0
  4 15  1  0
  6 12  2  0
  5  9  1  0
 17 13  1  0
 14  4  2  0
 10  2  1  0
 14 11  1  0
  8  6  1  0
  3 17  1  0
  5 10  1  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: 238.33

Molecular Weight (Monoisotopic): 238.1681

AlogP: 1.44

#Rotatable Bonds: 4

Polar Surface Area: 78.51

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.61

CX Basic pKa: 9.87

CX LogP: 0.25

CX LogD: -1.83

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.47

Np Likeness Score: 0.45

References

1. 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]

Source

Source(1):

• Scientific Literature