1-(3-(2,2-dimethylbutylthio)propylamino)-3-phenoxypropan-2-ol oxalate

ID: ALA3277271

PubChem CID: 12439449

Max Phase: Preclinical

Molecular Formula: C20H33NO6S

Molecular Weight: 325.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(C)(C)CSCCCNCC(O)COc1ccccc1.O=C(O)C(=O)O

Standard InChI:  InChI=1S/C18H31NO2S.C2H2O4/c1-4-18(2,3)15-22-12-8-11-19-13-16(20)14-21-17-9-6-5-7-10-17;3-1(4)2(5)6/h5-7,9-10,16,19-20H,4,8,11-15H2,1-3H3;(H,3,4)(H,5,6)

Standard InChI Key:  AJXPTMLHTQKYNT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 27  0  0  0  0  0  0  0  0999 V2000
   13.9866  -19.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6944  -19.2591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2789  -19.2591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9866  -20.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2789  -20.8936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6944  -20.8936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7218  -17.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1317  -17.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3067  -17.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4364  -18.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4353  -19.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1501  -19.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8667  -19.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8637  -18.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1483  -17.9467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5767  -17.9407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2929  -18.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0057  -17.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7218  -18.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0026  -17.1102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4347  -17.9299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1508  -18.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8638  -17.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5798  -18.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2928  -17.9191    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.0089  -18.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4379  -18.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1509  -17.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  4  5  1  0
  4  6  2  0
  8  7  1  0
  7  9  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26  7  1  0
  7 27  1  0
 27 28  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: 325.52

Molecular Weight (Monoisotopic): 325.2076

AlogP: 3.58

#Rotatable Bonds: 12

Polar Surface Area: 41.49

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.57

CX LogP: 3.79

CX LogD: 1.66

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.58

Np Likeness Score: -0.63

References

1. Tucker H, Coope JF..  (1978)  beta-Adrenergic blocking agents. 18. 1-(Aryloxy)-3-(arylthioalkylamino)propan-2-ols and 1-substituted alkylthioamino-3-(aryloxy)propan-2-ols.,  21  (8): [PMID:29123] [10.1021/jm00206a010]

Source

Source(1):

• Scientific Literature