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

ID: ALA4641263

PubChem CID: 134457678

Max Phase: Preclinical

Molecular Formula: C22H21F3N6O4S

Molecular Weight: 522.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(NS(C)(=O)=O)ccc1Nc1ncc2c(n1)N(C)c1ccccc1C(=O)N2CC(F)(F)F

Standard InChI:  InChI=1S/C22H21F3N6O4S/c1-30-16-7-5-4-6-14(16)20(32)31(12-22(23,24)25)17-11-26-21(28-19(17)30)27-15-9-8-13(10-18(15)35-2)29-36(3,33)34/h4-11,29H,12H2,1-3H3,(H,26,27,28)

Standard InChI Key:  ZHFCMGYNIOFGKJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   36.4882   -5.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9078   -6.1209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1653   -5.7561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1653   -4.9298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4223   -6.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8196   -5.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.3254   -8.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5622   -7.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8515   -8.3232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   40.6411   -9.5269    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   40.8556   -8.7263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.4397   -9.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0482   -9.0989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2533   -8.8850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0395   -8.0864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6242   -7.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1755   -7.8289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.8878   -7.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0874   -6.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8591   -4.1571    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.4801   -4.5238    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.0648   -3.9434    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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 27 28  1  0
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 16 31  1  0
 31 32  2  0
 33 32  1  0
  3 33  1  0
 33 14  2  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4641263

   ---

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: 522.51

Molecular Weight (Monoisotopic): 522.1297

AlogP: 3.89

#Rotatable Bonds: 6

Polar Surface Area: 116.76

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.57

CX Basic pKa: 3.28

CX LogP: 2.58

CX LogD: 2.58

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.50

Np Likeness Score: -1.49

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