5-fluoro-4-(4-fluorobenzofuran-7-yl)-N-(3-methyl-5-(methylsulfonylmethyl)phenyl)pyrimidin-2-amine

ID: ALA4764625

PubChem CID: 121284390

Max Phase: Preclinical

Molecular Formula: C21H17F2N3O3S

Molecular Weight: 429.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(CS(C)(=O)=O)cc(Nc2ncc(F)c(-c3ccc(F)c4ccoc34)n2)c1

Standard InChI:  InChI=1S/C21H17F2N3O3S/c1-12-7-13(11-30(2,27)28)9-14(8-12)25-21-24-10-18(23)19(26-21)16-3-4-17(22)15-5-6-29-20(15)16/h3-10H,11H2,1-2H3,(H,24,25,26)

Standard InChI Key:  AULDUFVLZQNYJD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    8.1750   -8.4500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5916   -9.1667    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.0040   -8.4475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0236   -8.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0224   -9.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7372   -9.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4537   -9.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4508   -8.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7354   -7.9288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7330   -7.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3076   -9.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8787   -9.5798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1688   -9.5799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8826   -9.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5944   -9.5781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3077   -9.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3068   -8.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5867   -7.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8763   -8.3434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0202   -7.9247    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.0194   -9.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0190  -10.4010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7330  -10.8127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4481  -10.3994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7298   -9.1622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4436   -9.5653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0477   -9.0111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7070   -8.2653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8927   -8.3588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1638  -10.8098    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  9 10  1  0
  5 11  1  0
 11  2  1  0
  2 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 26  1  0
 25 21  1  0
 16 21  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 25  1  0
 24 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764625

   ---

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: 429.45

Molecular Weight (Monoisotopic): 429.0959

AlogP: 4.76

#Rotatable Bonds: 5

Polar Surface Area: 85.09

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.57

CX Basic pKa: 0.39

CX LogP: 3.76

CX LogD: 3.76

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.49

Np Likeness Score: -1.14

References

1. Wu T,Qin Z,Tian Y,Wang J,Xu C,Li Z,Bian J.  (2020)  Recent Developments in the Biology and Medicinal Chemistry of CDK9 Inhibitors: An Update.,  63  (22): [PMID:32866383] [10.1021/acs.jmedchem.0c00744]

Source

Source(1):

• Scientific Literature