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

ID: ALA4635720

PubChem CID: 134457649

Max Phase: Preclinical

Molecular Formula: C23H26N6O4S

Molecular Weight: 482.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(NS(C)(=O)=O)ccc1Nc1ncc2c(n1)N(C)c1ccccc1C(=O)N2C(C)C

Standard InChI:  InChI=1S/C23H26N6O4S/c1-14(2)29-19-13-24-23(25-17-11-10-15(12-20(17)33-4)27-34(5,31)32)26-21(19)28(3)18-9-7-6-8-16(18)22(29)30/h6-14,27H,1-5H3,(H,24,25,26)

Standard InChI Key:  YTCIFQLCJOEGBB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   39.6352  -18.2404    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.8496  -17.4397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.4338  -18.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0504  -18.8209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.2560  -18.6113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.8774  -18.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6622  -18.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2472  -17.5984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0333  -16.7998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6180  -16.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.8636  -17.9691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   34.9014  -14.8340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4819  -14.2493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2681  -13.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2805  -14.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1588  -14.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1588  -13.6429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4158  -14.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8130  -14.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0207  -14.4824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8327  -15.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4320  -15.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2238  -15.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7299  -16.2683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3189  -16.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  2  3  2  0
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  8  7  2  0
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 15 20  1  0
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 22 24  1  0
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 27 28  1  0
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 29 30  1  0
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 32 31  1  0
 27 32  2  0
 32 33  1  0
 33 17  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4635720

   ---

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: 482.57

Molecular Weight (Monoisotopic): 482.1736

AlogP: 3.74

#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: 3.30

CX LogP: 2.40

CX LogD: 2.40

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.55

Np Likeness Score: -1.42

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