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

ID: ALA4441069

PubChem CID: 155515256

Max Phase: Preclinical

Molecular Formula: C17H16N2O2S3

Molecular Weight: 376.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1cc(Sc2cnc(CN)s2)cc(-c2ccccc2)c1

Standard InChI:  InChI=1S/C17H16N2O2S3/c1-24(20,21)15-8-13(12-5-3-2-4-6-12)7-14(9-15)22-17-11-19-16(10-18)23-17/h2-9,11H,10,18H2,1H3

Standard InChI Key:  XKUSIFRBNFXNAJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   27.7895   -2.5683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2057   -3.2843    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.6135   -2.5658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3543   -3.2843    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.0691   -3.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6414   -3.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8935   -3.3602    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.3471   -3.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7556   -4.6859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5610   -4.5136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5274   -3.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0394   -4.5549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0657   -4.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7796   -4.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5011   -4.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5002   -3.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7816   -3.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9195   -3.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7747   -5.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0577   -6.1705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0542   -6.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7669   -7.4095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4847   -6.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4846   -6.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  5  4  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  6  2  0
  8 11  1  0
 11 12  1  0
  5 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  5  1  0
 16  2  1  0
  2 18  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 14 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4441069

   ---

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: 376.53

Molecular Weight (Monoisotopic): 376.0374

AlogP: 3.82

#Rotatable Bonds: 5

Polar Surface Area: 73.05

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.11

CX LogP: 2.67

CX LogD: 2.49

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.73

Np Likeness Score: -1.18

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