2-(5-(Benzo[b]thiophen-2-yl)-1H-pyrazol-3-yl)-4-methylphenol

ID: ALA4514786

PubChem CID: 155539439

Max Phase: Preclinical

Molecular Formula: C18H14N2OS

Molecular Weight: 306.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(O)c(-c2cc(-c3cc4ccccc4s3)[nH]n2)c1

Standard InChI:  InChI=1S/C18H14N2OS/c1-11-6-7-16(21)13(8-11)14-10-15(20-19-14)18-9-12-4-2-3-5-17(12)22-18/h2-10,21H,1H3,(H,19,20)

Standard InChI Key:  KIGCRPAMXDQMIK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   19.9571  -12.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8731  -13.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1258  -14.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4667  -13.6285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5507  -12.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2980  -12.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7044  -12.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7194  -13.9629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3095  -15.3304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5364  -15.0757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5364  -14.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3095  -14.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7937  -14.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8683  -15.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8683  -14.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0911  -14.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6109  -14.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0911  -15.3304    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.5733  -13.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2824  -14.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2824  -15.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5733  -15.4843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  2  0
  1  7  1  0
  4  8  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  9 13  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 14 18  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 14 22  2  0
 15 19  2  0
 13 17  1  0
  2 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514786

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 306.39

Molecular Weight (Monoisotopic): 306.0827

AlogP: 4.97

#Rotatable Bonds: 2

Polar Surface Area: 48.91

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.40

CX Basic pKa: 1.87

CX LogP: 4.96

CX LogD: 4.96

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.55

Np Likeness Score: -1.23

References

1. Mahajan PS, Nikam MD, Nawale LU, Khedkar VM, Sarkar D, Gill CH..  (2016)  Synthesis and Antitubercular Activity of New Benzo[b]thiophenes.,  7  (8): [PMID:27563398] [10.1021/acsmedchemlett.6b00077]

Source

Source(1):

• Scientific Literature