BAY_091

ID: ALA4802045

Cas Number: 2922280-34-8

PubChem CID: 155884467

Product Number: B607936, Order Now?

Max Phase: Preclinical

Molecular Formula: C26H21FN4O2

Molecular Weight: 440.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@@H](Nc1c(C#N)c(-c2ccc(-c3cccc(C)c3F)cc2)nc2cnccc12)C(=O)O

Standard InChI:  InChI=1S/C26H21FN4O2/c1-3-21(26(32)33)30-25-19-11-12-29-14-22(19)31-24(20(25)13-28)17-9-7-16(8-10-17)18-6-4-5-15(2)23(18)27/h4-12,14,21H,3H2,1-2H3,(H,30,31)(H,32,33)/t21-/m1/s1

Standard InChI Key:  DVIVLYHDLNAXAT-OAQYLSRUSA-N

Molfile:  

C26H21FN4O2
     RDKit          2D

 33 36  0  0  1  0  0  0  0  0999 V2000
    6.4330   -9.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8367   -8.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2351   -9.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2351  -11.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8402  -12.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4330  -11.2821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6450  -12.0891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0429  -11.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0429   -9.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6350   -8.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6350   -7.2239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2329   -6.4136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2329   -4.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8307   -3.9827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6350   -3.9827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8307   -7.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4286   -6.4136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4415   -8.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8436   -8.0349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4451  -12.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8475  -11.2702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2447  -12.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2447  -13.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8510  -14.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4451  -13.7077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6468  -14.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0493  -13.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4464  -14.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4464  -16.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0528  -16.9400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6468  -16.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8486  -13.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0493  -12.0802    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  3 10  1  0
 10 11  1  0
 12 11  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  6
 16 17  1  0
  9 18  1  0
 18 19  3  0
  8 20  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 25 24  2  0
 20 25  1  0
 23 26  1  0
 27 26  2  0
 28 27  1  0
 29 28  2  0
 30 29  1  0
 31 30  2  0
 26 31  1  0
 28 32  1  0
 27 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4802045

   BAY-091

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: Yes

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 440.48

Molecular Weight (Monoisotopic): 440.1649

AlogP: 5.56

#Rotatable Bonds: 6

Polar Surface Area: 98.90

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.87

CX Basic pKa: 2.02

CX LogP: 4.60

CX LogD: 1.64

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.41

Np Likeness Score: -0.82

References

1. SGC Frankfurt.  (2021)  Data for DCP probe BAY-091,  [10.6019/CHEMBL4800729]

2. Wortmann L, Bräuer N, Holton SJ, Irlbacher H, Weiske J, Lechner C, Meier R, Karén J, Siöberg CB, Pütter V, Christ CD, Ter Laak A, Lienau P, Lesche R, Nicke B, Cheung SH, Bauser M, Haegebarth A, von Nussbaum F, Mumberg D, Lemos C..  (2021)  Discovery and Characterization of the Potent and Highly Selective 1,7-Naphthyridine-Based Inhibitors BAY-091 and BAY-297 of the Kinase PIP4K2A.,  64  (21.0): [PMID:34699202] [10.1021/acs.jmedchem.1c01245]

3. EUbOPEN.  (2023)  EUbOPEN Chemogenomics Library - IncuCyte,  [10.6019/CHEMBL5303304]

4. EUbOPEN.  (2023)  Tm Shift (DSF) assay results for EUbOPEN Chemogenomics Library,  [10.6019/CHEMBL5308504]

Source

Source(3):

• Scientific Literature
• Donated Chemical Probes - SGC Frankfurt
• EUbOPEN Chemogenomic Library