1-(3-(isopropylthio)propylamino)-3-phenoxypropan-2-ol oxalate

ID: ALA3277272

PubChem CID: 12439451

Max Phase: Preclinical

Molecular Formula: C17H27NO6S

Molecular Weight: 283.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)SCCCNCC(O)COc1ccccc1.O=C(O)C(=O)O

Standard InChI:  InChI=1S/C15H25NO2S.C2H2O4/c1-13(2)19-10-6-9-16-11-14(17)12-18-15-7-4-3-5-8-15;3-1(4)2(5)6/h3-5,7-8,13-14,16-17H,6,9-12H2,1-2H3;(H,3,4)(H,5,6)

Standard InChI Key:  KTGRNZWTJCSPLL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 24  0  0  0  0  0  0  0  0999 V2000
   11.7464  -20.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4541  -19.6114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0387  -19.6114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7464  -20.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0387  -21.2458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4541  -21.2458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4360  -18.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4348  -19.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1496  -19.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8661  -19.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8631  -18.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1478  -17.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5761  -17.9392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2921  -18.3490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0050  -17.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7210  -18.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0018  -17.1088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4339  -17.9284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1499  -18.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8628  -17.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5788  -18.3328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2917  -17.9176    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.0077  -18.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0109  -19.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7206  -17.9122    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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  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: 283.44

Molecular Weight (Monoisotopic): 283.1606

AlogP: 2.55

#Rotatable Bonds: 10

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: 2.39

CX LogD: 0.26

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.65

Np Likeness Score: -0.86

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