1-(2-Chlorophenyl)-3-(2-(7-oxo-5-(propylthio)-6,7-dihydro-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)ethyl)thiourea

ID: ALA4755705

PubChem CID: 162655726

Max Phase: Preclinical

Molecular Formula: C16H18ClN7OS2

Molecular Weight: 423.95

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCSc1nc2c(nnn2CCNC(=S)Nc2ccccc2Cl)c(=O)[nH]1

Standard InChI:  InChI=1S/C16H18ClN7OS2/c1-2-9-27-16-20-13-12(14(25)21-16)22-23-24(13)8-7-18-15(26)19-11-6-4-3-5-10(11)17/h3-6H,2,7-9H2,1H3,(H2,18,19,26)(H,20,21,25)

Standard InChI Key:  FPVZZYQFQNGYPT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   32.6119   -2.9220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6108   -3.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3230   -4.1010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3212   -2.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0381   -2.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0383   -3.7499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8295   -4.0082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.3215   -3.3338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8291   -2.6639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8986   -4.1000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.1830   -3.6867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4667   -4.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8214   -4.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5292   -5.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5211   -6.0740    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.2289   -6.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2208   -7.3108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.9447   -6.0879    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.7545   -3.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3177   -1.6877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.9245   -7.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9114   -8.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6142   -8.9598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3269   -8.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3323   -7.7367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6289   -7.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6337   -6.5078    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  4  1  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 12 19  1  0
  4 20  2  0
 17 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4755705

   ---

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: 423.95

Molecular Weight (Monoisotopic): 423.0703

AlogP: 2.66

#Rotatable Bonds: 7

Polar Surface Area: 100.52

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.47

CX Basic pKa: ┄

CX LogP: 3.87

CX LogD: 3.64

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.30

Np Likeness Score: -2.77

References

1. Li,ZH.; Ma,JL.; Liu,GZ.; Zhang,XH.; Qin,TT.; Ren,WH.; Zhao,TQ.; Chen,XH.; Zhang,ZQ..  (2020)  [1,2,3]Triazolo[4,5-d]pyrimidine derivatives incorporating (thio)urea moiety as a novel scaffold for LSD1 inhibitors.,  187  [PMID:31881456] [10.1016/j.ejmech.2019.111989]

Source

Source(1):

• Scientific Literature