2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-4,5,11-trimethyl-pyrimido[4,5-b][1,4]benzodiazepin-6-one

ID: ALA4638880

PubChem CID: 46843543

Max Phase: Preclinical

Molecular Formula: C26H31N7O2

Molecular Weight: 473.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(N2CCN(C)CC2)ccc1Nc1nc(C)c2c(n1)N(C)c1ccccc1C(=O)N2C

Standard InChI:  InChI=1S/C26H31N7O2/c1-17-23-24(31(3)21-9-7-6-8-19(21)25(34)32(23)4)29-26(27-17)28-20-11-10-18(16-22(20)35-5)33-14-12-30(2)13-15-33/h6-11,16H,12-15H2,1-5H3,(H,27,28,29)

Standard InChI Key:  OXTSNXXVWGKOMB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.7076  -14.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4502  -13.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4502  -12.9539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3677  -14.9470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1718  -15.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.9520  -17.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1670  -18.2897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9662  -18.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5447  -17.9149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.7210  -17.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9230  -17.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3309  -17.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5365  -16.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3228  -16.1088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9071  -15.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1360  -16.3454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8469  -15.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0215  -15.5776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6107  -16.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5157  -14.9268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7244  -15.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1255  -14.5901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3176  -13.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7562  -14.4994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  3  4  2  0
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  5  6  1  0
  5  7  1  0
  7  8  1  0
  9  8  2  0
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 18 19  1  0
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 19 21  1  0
 21 22  1  0
 22 16  1  0
 15 23  2  0
 23 24  1  0
 24 12  2  0
 24 25  1  0
 25 26  1  0
 27 10  2  0
 28 27  1  0
  7 28  2  0
 29 28  1  0
 29 30  1  0
 31 29  1  0
  2 31  2  0
 31 32  1  0
 33 32  2  0
 34 33  1  0
  1 34  2  0
  8 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4638880

   2-[2-Methoxy-4-(4-methylpiperazin-1-yl)anilino]-4,5,11-trimethylpyrimido[4,5-b][1,4]benzodiazepin-6-one

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: 473.58

Molecular Weight (Monoisotopic): 473.2539

AlogP: 3.65

#Rotatable Bonds: 4

Polar Surface Area: 77.07

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.85

CX LogP: 3.34

CX LogD: 2.76

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.62

Np Likeness Score: -1.20

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