5-((5-Methylpyridin-3-yl)methyl)-2-(phenylsulfonyl)pyridine

ID: ALA4068593

PubChem CID: 137633095

Max Phase: Preclinical

Molecular Formula: C18H16N2O2S

Molecular Weight: 324.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cncc(Cc2ccc(S(=O)(=O)c3ccccc3)nc2)c1

Standard InChI:  InChI=1S/C18H16N2O2S/c1-14-9-16(12-19-11-14)10-15-7-8-18(20-13-15)23(21,22)17-5-3-2-4-6-17/h2-9,11-13H,10H2,1H3

Standard InChI Key:  TZVJMEQBTCGBMM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   32.9931  -11.1311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5845  -10.4254    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.1755  -11.1285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2971   -9.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2959  -10.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0081  -10.4281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7219  -10.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7190   -9.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0063   -8.7824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4293   -8.7764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1427   -9.1824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1425  -10.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8550  -10.4113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.5663   -9.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5605   -9.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8474   -8.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2652   -8.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8777  -10.0152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8788   -9.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1676   -8.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4550   -9.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4582  -10.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1701  -10.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 15 17  1  0
  5  2  1  0
  2 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4068593

   ---

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: 324.41

Molecular Weight (Monoisotopic): 324.0932

AlogP: 3.21

#Rotatable Bonds: 4

Polar Surface Area: 59.92

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.91

CX LogP: 3.69

CX LogD: 3.68

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.74

Np Likeness Score: -0.93

References

1. Emmerich J, van Koppen CJ, Burkhart JL, Hu Q, Siebenbürger L, Boerger C, Scheuer C, Laschke MW, Menger MD, Hartmann RW..  (2017)  Lead Optimization Generates CYP11B1 Inhibitors of Pyridylmethyl Isoxazole Type with Improved Pharmacological Profile for the Treatment of Cushing's Disease.,  60  (12): [PMID:28570067] [10.1021/acs.jmedchem.7b00437]

Source

Source(1):

• Scientific Literature