4-(Benzo[d]thiazol-2-ylthio)-2-(prop-2-yn-1-ylthio)-6-(3,4,5-trimethoxyphenyl)pyrimidine-5-carbonitrile

ID: ALA4531251

PubChem CID: 155546159

Max Phase: Preclinical

Molecular Formula: C24H18N4O3S3

Molecular Weight: 506.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CCSc1nc(Sc2nc3ccccc3s2)c(C#N)c(-c2cc(OC)c(OC)c(OC)c2)n1

Standard InChI:  InChI=1S/C24H18N4O3S3/c1-5-10-32-23-27-20(14-11-17(29-2)21(31-4)18(12-14)30-3)15(13-25)22(28-23)34-24-26-16-8-6-7-9-19(16)33-24/h1,6-9,11-12H,10H2,2-4H3

Standard InChI Key:  XHBZXWWYILGQRT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
   25.4677   -4.4698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4666   -5.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1746   -5.6983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8843   -5.2888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8814   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1728   -4.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7585   -5.6973    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.0512   -5.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3431   -5.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5876   -4.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1704   -3.2437    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.5926   -5.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2915   -3.6424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6350   -6.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5891   -6.5138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2966   -6.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0046   -6.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0007   -5.6901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2926   -5.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7063   -5.2779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7135   -6.9180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2975   -7.7384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5902   -8.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7159   -7.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4161   -5.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4615   -2.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3712   -2.0212    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.7136   -3.1682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1649   -2.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5726   -1.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1614   -1.1461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3426   -1.1490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9367   -1.8640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3503   -2.5673    0.0000 C   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
 18 20  1  0
 17 21  1  0
 16 22  1  0
 22 23  1  0
 21 24  1  0
 20 25  1  0
 11 26  1  0
 26 27  1  0
 27 30  1  0
 29 28  1  0
 28 26  2  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4531251

   ---

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: 506.63

Molecular Weight (Monoisotopic): 506.0541

AlogP: 5.53

#Rotatable Bonds: 8

Polar Surface Area: 90.15

Molecular Species: NEUTRAL

HBA: 10

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 0.62

CX LogP: 6.50

CX LogD: 6.50

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.13

Np Likeness Score: -1.46

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