2-[4-(4-hydroxy-1-piperidyl)anilino]-5,11-dimethyl-pyrimido[4,5-b][1,4]benzodiazepin-6-one

ID: ALA4649424

PubChem CID: 54592204

Product Number: X614900, Order Now?

Max Phase: Preclinical

Molecular Formula: C24H26N6O2

Molecular Weight: 430.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1C(=O)c2ccccc2N(C)c2nc(Nc3ccc(N4CCC(O)CC4)cc3)ncc21

Standard InChI:  InChI=1S/C24H26N6O2/c1-28-20-6-4-3-5-19(20)23(32)29(2)21-15-25-24(27-22(21)28)26-16-7-9-17(10-8-16)30-13-11-18(31)12-14-30/h3-10,15,18,31H,11-14H2,1-2H3,(H,25,26,27)

Standard InChI Key:  DFQAJLQXPSPNJE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   35.5060   -7.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3055   -7.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8910   -6.7831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6769   -5.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8772   -5.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2920   -6.3549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4966   -6.1407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9127   -6.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1162   -6.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9008   -5.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4866   -5.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2823   -5.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1014   -5.4978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8872   -4.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0816   -4.5683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7920   -3.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3137   -3.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1193   -3.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4073   -4.0733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1379   -2.3631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7192   -1.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3945   -1.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3945   -1.1706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6506   -2.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0471   -1.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2580   -2.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0656   -2.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6657   -3.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4584   -3.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9651   -3.7992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5536   -4.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6904   -6.9972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  6  5  1  0
  6  1  1  0
  6  7  1  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
 11 10  2  0
 12 11  1  0
  7 12  2  0
 13 10  1  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 17 18  1  0
 19 18  2  0
 14 19  1  0
 20 17  1  0
 20 21  1  0
 22 20  1  0
 22 23  2  0
 24 22  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 29 28  1  0
 24 29  2  0
 29 30  1  0
 30 16  1  0
 30 31  1  0
  3 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4649424

   XMD-12

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: Yes

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 430.51

Molecular Weight (Monoisotopic): 430.2117

AlogP: 3.54

#Rotatable Bonds: 3

Polar Surface Area: 84.83

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.81

CX LogP: 2.84

CX LogD: 2.82

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.66

Np Likeness Score: -0.99

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