3,3'-(1,2-phenylenebis(oxy))bis(1-(isopropylamino)propan-2-ol)

ID: ALA3272434

Cas Number: 38457-33-9

PubChem CID: 23276420

Max Phase: Preclinical

Molecular Formula: C18H32N2O4

Molecular Weight: 340.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)NCC(O)COc1ccccc1OCC(O)CNC(C)C

Standard InChI:  InChI=1S/C18H32N2O4/c1-13(2)19-9-15(21)11-23-17-7-5-6-8-18(17)24-12-16(22)10-20-14(3)4/h5-8,13-16,19-22H,9-12H2,1-4H3

Standard InChI Key:  TZHNGSBHFRGRNZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
   -0.1444   -2.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1432   -3.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5747   -3.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2910   -3.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2882   -2.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5729   -2.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0062   -3.8922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0011   -2.2351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7170   -2.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4299   -2.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1459   -2.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4268   -1.4048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7200   -3.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4350   -3.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4363   -4.7148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1490   -3.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8588   -2.2244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8691   -3.8672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8804   -4.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6004   -5.0946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1716   -5.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5747   -2.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2876   -2.2190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5778   -3.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  7 13  1  0
 13 14  1  0
 14 16  1  0
 14 15  1  0
 11 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 17 22  1  0
 22 23  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3272434

   2-Propanol, 1,1'-(1,2-phenylenebis(oxy))bis(3-((1-methylethyl)amino)-

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: 340.46

Molecular Weight (Monoisotopic): 340.2362

AlogP: 1.16

#Rotatable Bonds: 12

Polar Surface Area: 82.98

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.79

CX Basic pKa: 9.97

CX LogP: 1.22

CX LogD: -3.24

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.46

Np Likeness Score: -0.26

References

1. Zaagsma J, Nauta WT..  (1977)  Beta-adrenoceptor studies. 2. Effects of alkyl substitution on beta-adrenoceptor blocking, antiarrhythmic, and local anesthetic activities of 1,1'-(o-phenylenedioxy)bis(3-isopropylamino-2-propanol).,  20  (4): [PMID:15113] [10.1021/jm00214a013]

Source

Source(1):

• Scientific Literature