2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-8,11-dimethyl-5-(2,2,2-trifluoroethyl)pyrimido[4,5-b][1,4]benzodiazepin-6-one

ID: ALA4644540

PubChem CID: 145926339

Max Phase: Preclinical

Molecular Formula: C27H30F3N7O2

Molecular Weight: 541.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(N2CCN(C)CC2)ccc1Nc1ncc2c(n1)N(C)c1ccc(C)cc1C(=O)N2CC(F)(F)F

Standard InChI:  InChI=1S/C27H30F3N7O2/c1-17-5-8-21-19(13-17)25(38)37(16-27(28,29)30)22-15-31-26(33-24(22)35(21)3)32-20-7-6-18(14-23(20)39-4)36-11-9-34(2)10-12-36/h5-8,13-15H,9-12,16H2,1-4H3,(H,31,32,33)

Standard InChI Key:  RUSQCBBAEAFDLR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   22.4025   -5.2809    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.7694   -3.8971    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.3897   -4.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8048   -4.8530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0619   -4.4880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0619   -3.6614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3186   -4.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.2216   -7.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.1607   -8.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9596   -8.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1736   -9.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9683   -9.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5531   -9.2693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3521   -9.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3392   -8.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.1514   -7.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9376   -6.8195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5224   -6.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0731   -6.5618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  6 38  1  0
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 11 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4644540

   ---

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: 541.58

Molecular Weight (Monoisotopic): 541.2413

AlogP: 4.58

#Rotatable Bonds: 5

Polar Surface Area: 77.07

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.84

CX LogP: 4.68

CX LogD: 4.10

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.50

Np Likeness Score: -1.38

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