(5-(5-(Methylsulfonyl)-[1,1'-biphenyl]-3-yl)thiazol-2-yl)methanamine

ID: ALA4551909

PubChem CID: 155555668

Max Phase: Preclinical

Molecular Formula: C17H16N2O2S2

Molecular Weight: 344.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1cc(-c2ccccc2)cc(-c2cnc(CN)s2)c1

Standard InChI:  InChI=1S/C17H16N2O2S2/c1-23(20,21)15-8-13(12-5-3-2-4-6-12)7-14(9-15)16-11-19-17(10-18)22-16/h2-9,11H,10,18H2,1H3

Standard InChI Key:  ITCGSPBWZIXXAF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   34.7114   -2.3022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.5357   -2.3022    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   35.1236   -1.5883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.1276   -4.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3753   -4.4430    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.8248   -5.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2375   -5.7730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0471   -5.6007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0008   -4.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5128   -5.6419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8373   -4.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5525   -4.7774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2648   -4.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2631   -3.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5432   -3.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8338   -3.5445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9788   -4.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9792   -5.5962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6932   -6.0068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4071   -5.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4027   -4.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6882   -4.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2495   -1.8880    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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  4  2  0
  6  9  1  0
  9 10  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
  4 11  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 13 17  1  0
 15  2  1  0
  2 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4551909

   ---

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: 344.46

Molecular Weight (Monoisotopic): 344.0653

AlogP: 3.34

#Rotatable Bonds: 4

Polar Surface Area: 73.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.22

CX LogP: 1.96

CX LogD: 1.74

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.79

Np Likeness Score: -1.19

References

1. Smithen DA, Leung LMH, Challinor M, Lawrence R, Tang H, Niculescu-Duvaz D, Pearce SP, Mcleary R, Lopes F, Aljarah M, Brown M, Johnson L, Thomson G, Marais R, Springer C..  (2020)  2-Aminomethylene-5-sulfonylthiazole Inhibitors of Lysyl Oxidase (LOX) and LOXL2 Show Significant Efficacy in Delaying Tumor Growth.,  63  (5): [PMID:31430136] [10.1021/acs.jmedchem.9b01112]

Source

Source(1):

• Scientific Literature