S-(Pyrimidin-2-yl)-1H-indole-2-carbothioate

ID: ALA5169323

PubChem CID: 164946833

Max Phase: Preclinical

Molecular Formula: C13H9N3OS

Molecular Weight: 255.30

Names and Identifiers

Canonical SMILES:  O=C(Sc1ncccn1)c1cc2ccccc2[nH]1

Standard InChI:  InChI=1S/C13H9N3OS/c17-12(18-13-14-6-3-7-15-13)11-8-9-4-1-2-5-10(9)16-11/h1-8,16H

Standard InChI Key:  JNFJWTCLKULUSB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.5016    0.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2173    0.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860    0.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860   -0.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5016   -1.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2173   -0.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9963   -0.9711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5082   -0.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9963    0.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3162   -0.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7283   -1.0136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7284    0.4144    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5588    0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9742    1.1334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8020    1.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2173    0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8056   -0.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9757   -0.3077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  3  1  1  0
  3  4  2  0
  4  5  1  0
  2  6  1  0
  6  5  2  0
  4  7  1  0
  7  8  1  0
  8  9  2  0
  3  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 13 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5169323

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 255.30

Molecular Weight (Monoisotopic): 255.0466

AlogP: 2.89

#Rotatable Bonds: 2

Polar Surface Area: 58.64

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.92

CX Basic pKa: 2.24

CX LogP: 2.88

CX LogD: 2.88

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.56

Np Likeness Score: -1.19

References

1. Pillaiyar T, Flury P, Krüger N, Su H, Schäkel L, Barbosa Da Silva E, Eppler O, Kronenberger T, Nie T, Luedtke S, Rocha C, Sylvester K, Petry MRI, McKerrow JH, Poso A, Pöhlmann S, Gütschow M, O'Donoghue AJ, Xu Y, Müller CE, Laufer SA..  (2022)  Small-Molecule Thioesters as SARS-CoV-2 Main Protease Inhibitors: Enzyme Inhibition, Structure-Activity Relationships, Antiviral Activity, and X-ray Structure Determination.,  65  (13.0): [PMID:35709506] [10.1021/acs.jmedchem.2c00636]

Source

Source(1):

• Scientific Literature