GSK791

ID: ALA4635540

PubChem CID: 156022246

Max Phase: Preclinical

Molecular Formula: C26H33N5O3

Molecular Weight: 463.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc2c(-c3ccco3)cnc(N[C@H]3CCN(C)C[C@@H]3C(=O)NC3CCCCC3)c2[nH]c1=O

Standard InChI:  InChI=1S/C26H33N5O3/c1-16-13-18-19(22-9-6-12-34-22)14-27-24(23(18)30-25(16)32)29-21-10-11-31(2)15-20(21)26(33)28-17-7-4-3-5-8-17/h6,9,12-14,17,20-21H,3-5,7-8,10-11,15H2,1-2H3,(H,27,29)(H,28,33)(H,30,32)/t20-,21-/m0/s1

Standard InChI Key:  NDEORODKVUYMFQ-SFTDATJTSA-N

Molfile:  

C26H33N5O3
     RDKit          2D

 34 38  0  0  1  0  0  0  0  0999 V2000
   16.4621  -18.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0788  -18.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894  -19.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0809  -21.1209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4642  -21.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1548  -19.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6369  -19.9291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4283  -21.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8112  -20.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8100  -19.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4263  -18.7396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9061  -19.9339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2155  -21.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7334  -21.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0429  -22.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7355  -23.6013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2176  -23.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9082  -22.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0450  -24.8898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0408  -19.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7313  -18.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6575  -19.9376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9647  -18.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6554  -17.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9626  -16.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4805  -16.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7900  -17.4633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4827  -18.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2873  -17.4561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0767  -16.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4600  -16.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1527  -17.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1506  -14.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2852  -14.9793    0.0000 O   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
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  1  0
  3 12  1  0
 13 12  1  1
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 13 18  1  0
 16 19  1  0
 14 20  1  6
 20 21  2  0
 20 22  1  0
 23 22  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 23 28  1  0
 29  2  1  0
 30 29  1  0
 31 30  1  0
 32 31  2  0
  1 32  1  0
 31 33  1  0
 30 34  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4635540

   GSK791

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: 463.58

Molecular Weight (Monoisotopic): 463.2583

AlogP: 3.67

#Rotatable Bonds: 5

Polar Surface Area: 103.26

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.88

CX Basic pKa: 8.42

CX LogP: 2.40

CX LogD: 1.34

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.53

Np Likeness Score: -0.88

References

1. SGC Frankfurt.  (2021)  Data for DCP probe GSK789,  [10.6019/CHEMBL4630905]

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

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

Source

Source(2):

• Donated Chemical Probes - SGC Frankfurt
• EUbOPEN Chemogenomic Library