1-phenoxy-3-(1-(phenylthio)propan-2-ylamino)propan-2-ol oxalate

ID: ALA3277273

PubChem CID: 12439453

Max Phase: Preclinical

Molecular Formula: C20H25NO6S

Molecular Weight: 317.45

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H23NO2S.C2H2O4/c1-15(14-22-18-10-6-3-7-11-18)19-12-16(20)13-21-17-8-4-2-5-9-17;3-1(4)2(5)6/h2-11,15-16,19-20H,12-14H2,1H3;(H,3,4)(H,5,6)

Standard InChI Key:  RNKCNKQUUFZLPJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.3714   -5.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0791   -4.7614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6637   -4.7614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3714   -5.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6637   -6.3958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0791   -6.3958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4652   -3.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4641   -4.5647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1788   -4.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8953   -4.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8924   -3.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1770   -3.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6053   -3.3186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3213   -3.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0342   -3.3132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7502   -3.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0311   -2.4882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4631   -3.3079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1792   -3.7176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8920   -3.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6081   -3.7123    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.3209   -3.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0353   -3.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7477   -3.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7450   -2.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0240   -2.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3146   -2.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1822   -4.5426    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  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 19 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: 317.45

Molecular Weight (Monoisotopic): 317.1449

AlogP: 3.20

#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: 8.94

CX LogP: 3.41

CX LogD: 1.86

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.70

Np Likeness Score: -0.68

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