BAY_293

ID: ALA4535474

PubChem CID: 137322663

Product Number: B607940, Order Now?

Max Phase: Preclinical

Molecular Formula: C25H28N4O2S

Molecular Weight: 448.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNCc1ccccc1-c1csc([C@@H](C)Nc2nc(C)nc3cc(OC)c(OC)cc23)c1

Standard InChI:  InChI=1S/C25H28N4O2S/c1-15(24-10-18(14-32-24)19-9-7-6-8-17(19)13-26-3)27-25-20-11-22(30-4)23(31-5)12-21(20)28-16(2)29-25/h6-12,14-15,26H,13H2,1-5H3,(H,27,28,29)/t15-/m1/s1

Standard InChI Key:  WEGLOYDTDILXDA-OAHLLOKOSA-N

Molfile:  

C25H28N4O2S
     RDKit          2D

 32 35  0  0  1  0  0  0  0  0999 V2000
    4.7082   -8.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2847   -7.8086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8615   -8.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8615  -10.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2847  -11.4557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7082  -10.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4423  -11.4461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0095  -10.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5932  -11.4512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1637  -10.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7402  -11.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1637   -8.7212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5820   -7.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5820   -5.9918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1585   -5.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7354   -5.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9253   -7.8004    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.7054   -8.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6151   -6.6035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4355   -6.6035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3497   -8.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4395   -9.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3497  -11.3377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4395  -12.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1693   -8.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0720   -6.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1614   -5.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3463   -5.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3974   -5.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1585   -3.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0095   -8.7176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4383   -7.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 15 14  1  0
 15 16  1  0
 17 16  1  0
 18 17  1  0
 19 18  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 21 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 20  2  0
 29 19  1  0
 29 16  2  0
 15 30  1  6
 31 13  1  0
  8 31  2  0
 31 32  1  0
 32  3  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535474

   BAY-293

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: 448.59

Molecular Weight (Monoisotopic): 448.1933

AlogP: 5.58

#Rotatable Bonds: 8

Polar Surface Area: 68.30

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.67

CX LogP: 4.96

CX LogD: 2.68

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.37

Np Likeness Score: -0.75

References

1. SGC Frankfurt.  (2021)  Data for DCP probe BAY-293,  [10.6019/CHEMBL4507273]

2.  (2021)  EUbOPEN Chemogenomics Library wave 1,  [10.6019/CHEMBL4689842]

3. EUbOPEN.  (2022)  EUbOPEN Chemogenomics Library wave 2 - DSF,  [10.6019/CHEMBL5060014]

4. Ketcham JM, Haling J, Khare S, Bowcut V, Briere DM, Burns AC, Gunn RJ, Ivetac A, Kuehler J, Kulyk S, Laguer J, Lawson JD, Moya K, Nguyen N, Rahbaek L, Saechao B, Smith CR, Sudhakar N, Thomas NC, Vegar L, Vanderpool D, Wang X, Yan L, Olson P, Christensen JG, Marx MA..  (2022)  Design and Discovery of MRTX0902, a Potent, Selective, Brain-Penetrant, and Orally Bioavailable Inhibitor of the SOS1:KRAS Protein-Protein Interaction.,  65  (14.0): [PMID:35833726] [10.1021/acs.jmedchem.2c00741]

5. Korzeniecki C, Priefer R..  (2021)  Targeting KRAS mutant cancers by preventing signaling transduction in the MAPK pathway.,  211  [PMID:33228976] [10.1016/j.ejmech.2020.113006]

6. EUbOPEN.  (2023)  Affinity Phenotypic Cellular Literature for EUbOPEN Chemogenomics Library wave 3,  [10.6019/CHEMBL5209897]

7. EUbOPEN.  (2023)  Affinity On-target Cellular Literature for EUbOPEN Chemogenomics Library wave 3,  [10.6019/CHEMBL5210121]

8. EUbOPEN.  (2023)  Affinity Biochemical Literature for EUbOPEN Chemogenomics Library wave 3,  [10.6019/CHEMBL5210307]

9. EUbOPEN.  (2023)  Selectivity Literature for EUbOPEN Chemogenomics Library wave 3,  [10.6019/CHEMBL5212743]

10. Jiang H, Fan Y, Wang X, Wang J, Yang H, Fan W, Tang C..  (2023)  Design, synthesis and biological evaluation of quinazoline SOS1 inhibitors.,  88  [PMID:37011767] [10.1016/j.bmcl.2023.129265]

Source

Source(4):

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