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

ID: ALA4634326

PubChem CID: 134457974

Max Phase: Preclinical

Molecular Formula: C26H31N7O2

Molecular Weight: 473.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN1C(=O)c2ccccc2N(C)c2nc(Nc3ccc(N4CCN(C)CC4)cc3OC)ncc21

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

Standard InChI Key:  REPCEIPSIPNRSG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.0422  -12.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4579  -12.7814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7158  -12.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7158  -11.5868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9734  -12.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3711  -12.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5835  -12.4299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3914  -13.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9904  -13.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7816  -13.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2914  -14.2145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8765  -14.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1127  -14.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4017  -14.9823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2057  -15.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4194  -15.9099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2174  -16.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4324  -16.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2315  -17.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8101  -16.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6081  -16.7654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8218  -17.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6157  -17.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1999  -17.1928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9979  -17.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9862  -16.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1882  -16.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5964  -15.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8020  -15.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5883  -14.7456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1726  -14.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7248  -14.4882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4415  -13.7207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6333  -13.5839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8285  -11.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  3  4  2  0
  5  3  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
 10  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 21  1  0
 20 28  2  0
 28 29  1  0
 29 17  2  0
 29 30  1  0
 30 31  1  0
 15 32  1  0
 32 33  2  0
 34 33  1  0
  2 34  1  0
 34 13  2  0
  1 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4634326

   ---

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: 3.73

#Rotatable Bonds: 5

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: 7.84

CX LogP: 3.56

CX LogD: 2.99

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.60

Np Likeness Score: -1.37

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