4-((5-Methylpyridin-3-yl)methyl)-3-phenylisothiazole

ID: ALA4066317

PubChem CID: 137631528

Max Phase: Preclinical

Molecular Formula: C16H14N2S

Molecular Weight: 266.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cncc(Cc2csnc2-c2ccccc2)c1

Standard InChI:  InChI=1S/C16H14N2S/c1-12-7-13(10-17-9-12)8-15-11-19-18-16(15)14-5-3-2-4-6-14/h2-7,9-11H,8H2,1H3

Standard InChI Key:  CSSLOACZKCDURJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   26.2030  -25.0393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9086  -24.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6184  -25.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4567  -24.7159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9130  -25.3259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3252  -26.0316    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.1236  -25.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2808  -23.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8872  -23.3692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7118  -22.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9320  -22.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3275  -22.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5060  -23.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6208  -25.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3298  -26.2548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0364  -25.8426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0296  -25.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3200  -24.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7337  -24.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  1  2  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  3 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18  3  1  0
 17 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4066317

   ---

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: 266.37

Molecular Weight (Monoisotopic): 266.0878

AlogP: 4.10

#Rotatable Bonds: 3

Polar Surface Area: 25.78

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.89

CX LogP: 4.36

CX LogD: 4.35

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.71

Np Likeness Score: -0.79

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