4-methyl-3-(3-phenylbenzothiophen-7-yl)pyridine

ID: ALA5286021

Max Phase: Preclinical

Molecular Formula: C20H15NS

Molecular Weight: 301.41

Names and Identifiers

Canonical SMILES:  Cc1ccncc1-c1cccc2c(-c3ccccc3)csc12

Standard InChI:  InChI=1S/C20H15NS/c1-14-10-11-21-12-18(14)16-8-5-9-17-19(13-22-20(16)17)15-6-3-2-4-7-15/h2-13H,1H3

Standard InChI Key:  DKFMPQWYTOAJCQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   -1.1441    1.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4295    1.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2822    1.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2822    0.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4277   -0.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1441    0.2038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8988   -0.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5713   -1.0909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2486   -1.0006    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6959   -0.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8588   -0.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8590   -1.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5719   -1.4446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2867   -1.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2883   -0.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5764    0.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5764    1.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9098    0.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7046    0.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2883    0.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0773   -0.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2819   -0.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  3  1  0
  5  4  2  0
  1  6  2  0
  6  5  1  0
  4  7  1  0
  7  8  2  0
  9  8  1  0
  5  9  1  0
 10  7  1  0
  6 11  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 11 16  1  0
 16 17  1  0
 18 10  2  0
 19 18  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 10 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286021

   ---

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: 301.41

Molecular Weight (Monoisotopic): 301.0925

AlogP: 5.94

#Rotatable Bonds: 2

Polar Surface Area: 12.89

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.45

CX LogP: 5.44

CX LogD: 5.44

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.45

Np Likeness Score: -0.78

References

1. Padmakar Darne C, Velaparthi U, Saulnier M, Frennesson D, Liu P, Huang A, Tokarski J, Fura A, Spires T, Newitt J, Spires VM, Obermeier MT, Elzinga PA, Gottardis MM, Jayaraman L, Vite GD, Balog A..  (2022)  The discovery of BMS-737 as a potent, CYP17 lyase-selective inhibitor for the treatment of castration-resistant prostate cancer.,  75  [PMID:36031020] [10.1016/j.bmcl.2022.128951]

Source

Source(1):

• Scientific Literature