1-(2-methyl-1-(phenylthio)propan-2-ylamino)-3-phenoxypropan-2-ol oxalate

ID: ALA3277274

PubChem CID: 90679742

Max Phase: Preclinical

Molecular Formula: C21H27NO6S

Molecular Weight: 331.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(CSc1ccccc1)NCC(O)COc1ccccc1.O=C(O)C(=O)O

Standard InChI:  InChI=1S/C19H25NO2S.C2H2O4/c1-19(2,15-23-18-11-7-4-8-12-18)20-13-16(21)14-22-17-9-5-3-6-10-17;3-1(4)2(5)6/h3-12,16,20-21H,13-15H2,1-2H3;(H,3,4)(H,5,6)

Standard InChI Key:  DXCFYFQLGNMEGN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   21.9214   -3.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6291   -3.2685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2137   -3.2685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9214   -4.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2137   -4.9029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6291   -4.9029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9551   -2.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5452   -3.2838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3703   -3.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2408   -2.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2397   -3.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9545   -3.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6710   -3.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6681   -2.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9527   -2.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3810   -2.1687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0971   -2.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8100   -2.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5261   -2.5732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8069   -1.3383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2390   -2.1579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6680   -2.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3841   -2.5624    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.0970   -2.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8114   -2.5595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5238   -2.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5211   -1.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8001   -0.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0906   -1.3264    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  7  1  0
  7 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  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: 331.48

Molecular Weight (Monoisotopic): 331.1606

AlogP: 3.59

#Rotatable Bonds: 9

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: 9.03

CX LogP: 3.69

CX LogD: 2.06

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.69

Np Likeness Score: -0.77

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