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

ID: ALA3277278

PubChem CID: 12439463

Max Phase: Preclinical

Molecular Formula: C20H24ClNO6S

Molecular Weight: 351.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(CSc1ccccc1)NCC(O)COc1ccccc1Cl.O=C(O)C(=O)O

Standard InChI:  InChI=1S/C18H22ClNO2S.C2H2O4/c1-14(13-23-16-7-3-2-4-8-16)20-11-15(21)12-22-18-10-6-5-9-17(18)19;3-1(4)2(5)6/h2-10,14-15,20-21H,11-13H2,1H3;(H,3,4)(H,5,6)

Standard InChI Key:  PVAGBVHQSSRMBT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   14.8123  -15.1110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5201  -14.7023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1046  -14.7023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8123  -15.9283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1046  -16.3368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5201  -16.3368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6532  -14.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6521  -15.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3670  -15.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0835  -15.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0807  -14.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3651  -13.8302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7936  -13.8241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5097  -14.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2226  -13.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9388  -14.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2196  -12.9937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6517  -13.8133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3679  -14.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0807  -13.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7969  -14.2178    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.5099  -13.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2243  -14.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9367  -13.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9341  -12.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2130  -12.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5035  -12.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3710  -15.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3627  -13.0051    0.0000 Cl  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
 12 29  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: 351.90

Molecular Weight (Monoisotopic): 351.1060

AlogP: 3.85

#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: 4.01

CX LogD: 2.47

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.67

Np Likeness Score: -0.93

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