N-[4-[(5-ethyl-11-methyl-6-oxo-pyrimido[4,5-b][1,4]benzodiazepin-2-yl)amino]-3-methoxy-phenyl]methanesulfonamide

ID: ALA4644273

PubChem CID: 134457677

Max Phase: Preclinical

Molecular Formula: C22H24N6O4S

Molecular Weight: 468.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN1C(=O)c2ccccc2N(C)c2nc(Nc3ccc(NS(C)(=O)=O)cc3OC)ncc21

Standard InChI:  InChI=1S/C22H24N6O4S/c1-5-28-18-13-23-22(24-16-11-10-14(12-19(16)32-3)26-33(4,30)31)25-20(18)27(2)17-9-7-6-8-15(17)21(28)29/h6-13,26H,5H2,1-4H3,(H,23,24,25)

Standard InChI Key:  JVVFSGBLMWRDED-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   25.0180  -17.9932    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.2325  -17.1923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8167  -18.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4373  -18.5738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6386  -18.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0595  -18.9464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2597  -18.7351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0444  -17.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6295  -17.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4157  -16.5522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0005  -15.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4245  -17.5649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2457  -17.7217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0317  -16.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.5514  -16.2946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2833  -14.5862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8639  -14.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6542  -13.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5406  -14.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5406  -13.3948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7974  -14.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1946  -13.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4063  -14.2344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2140  -15.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8134  -15.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6055  -15.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1117  -16.0206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7005  -16.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  2  3  2  0
  2  4  1  0
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  6  5  1  0
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  6 13  2  0
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 28 29  1  0
 29 30  2  0
 31 30  1  0
 26 31  2  0
 31 32  1  0
 32 17  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4644273

   ---

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: 468.54

Molecular Weight (Monoisotopic): 468.1580

AlogP: 3.35

#Rotatable Bonds: 6

Polar Surface Area: 116.76

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.57

CX Basic pKa: 3.31

CX LogP: 1.98

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.57

Np Likeness Score: -1.47

References

1. Ferguson FM, Liu Y, Harshbarger W, Huang L, Wang J, Deng X, Capuzzi SJ, Muratov EN, Tropsha A, Muthuswamy S, Westover KD, Gray NS..  (2020)  Synthesis and Structure-Activity Relationships of DCLK1 Kinase Inhibitors Based on a 5,11-Dihydro-6H-benzo[e]pyrimido[5,4-b][1,4]diazepin-6-one Scaffold.,  63  (14): [PMID:32530623] [10.1021/acs.jmedchem.0c00596]

Source

Source(1):

• Scientific Literature