4-(4-Chlorophenyl)-2-(prop-2-yn-1-ylthio)-6-(thiazol-2-ylthio)-pyrimidine-5-carbonitrile

ID: ALA4470342

PubChem CID: 155534412

Max Phase: Preclinical

Molecular Formula: C17H9ClN4S3

Molecular Weight: 400.94

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CCSc1nc(Sc2nccs2)c(C#N)c(-c2ccc(Cl)cc2)n1

Standard InChI:  InChI=1S/C17H9ClN4S3/c1-2-8-23-16-21-14(11-3-5-12(18)6-4-11)13(10-19)15(22-16)25-17-20-7-9-24-17/h1,3-7,9H,8H2

Standard InChI Key:  RZWYLWWXGROEFD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    4.1464  -11.5686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1453  -12.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8533  -12.7971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5630  -12.3876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5602  -11.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8516  -11.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4373  -12.7962    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7299  -12.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0219  -12.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2663  -11.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8491  -10.3425    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2714  -12.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9703  -10.7413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3137  -13.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2678  -13.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9753  -14.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6834  -13.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6794  -12.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9713  -12.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1402   -9.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0500   -9.1200    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.2501   -8.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8436   -9.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3923  -10.2670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3922  -14.0169    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  5 10  1  0
  6 11  1  0
  4 12  1  0
 10 13  3  0
  9 14  3  0
 12 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 12  1  0
 11 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 20  2  0
 17 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4470342

   ---

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: 400.94

Molecular Weight (Monoisotopic): 399.9678

AlogP: 5.00

#Rotatable Bonds: 5

Polar Surface Area: 62.46

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.19

CX LogP: 6.10

CX LogD: 6.10

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.26

Np Likeness Score: -2.17

References

1. Zhou W, Ma L, Ding L, Guo Q, He Z, Yang J, Qiao H, Li L, Yang J, Yu S, Zhao L, Wang S, Liu HM, Suo Z, Zhao W..  (2019)  Potent 5-Cyano-6-phenyl-pyrimidin-Based Derivatives Targeting DCN1-UBE2M Interaction.,  62  (11): [PMID:31157974] [10.1021/acs.jmedchem.9b00003]

Source

Source(1):

• Scientific Literature