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

ID: ALA4742820

PubChem CID: 162646555

Max Phase: Preclinical

Molecular Formula: C20H21N7OS2

Molecular Weight: 439.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCSc1nc2c(nnn2CCNC(=S)Nc2cccc3ccccc23)c(=O)[nH]1

Standard InChI:  InChI=1S/C20H21N7OS2/c1-2-12-30-20-23-17-16(18(28)24-20)25-26-27(17)11-10-21-19(29)22-15-9-5-7-13-6-3-4-8-14(13)15/h3-9H,2,10-12H2,1H3,(H2,21,22,29)(H,23,24,28)

Standard InChI Key:  JWOXNNPMBOVRNU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   25.9093   -2.8931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9082   -3.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6204   -4.0721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6186   -2.4802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3354   -2.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3357   -3.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1269   -3.9793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6189   -3.3049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1265   -2.6350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1960   -4.0712    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.4804   -3.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7641   -4.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1188   -4.8041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8266   -5.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8185   -6.0451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5263   -6.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5182   -7.2819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2421   -6.0591    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.0518   -3.6621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6151   -1.6588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2218   -7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6243   -8.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6297   -7.7078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9263   -7.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9116   -8.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2112   -8.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5045   -8.9163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4970   -9.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2021  -10.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9059   -9.7401    0.0000 C   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 26  2  0
 25 22  2  0
 22 23  1  0
 23 24  2  0
 24 21  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4742820

   ---

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: 439.57

Molecular Weight (Monoisotopic): 439.1249

AlogP: 3.16

#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: 4.25

CX LogD: 4.03

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.23

Np Likeness Score: -2.33

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