1-[4-[3-chloro-4-[(3-fluorophenyl)methoxy]anilino]-8,9-dihydro-7H-pyrimido[5,4-h][1,5]benzoxazepin-6-yl]-4-(dimethylamino)but-2-en-1-one

ID: ALA4634817

PubChem CID: 78322919

Max Phase: Preclinical

Molecular Formula: C30H29ClFN5O3

Molecular Weight: 562.05

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)C/C=C/C(=O)N1CCCOc2cc3ncnc(Nc4ccc(OCc5cccc(F)c5)c(Cl)c4)c3cc21

Standard InChI:  InChI=1S/C30H29ClFN5O3/c1-36(2)11-4-8-29(38)37-12-5-13-39-28-17-25-23(16-26(28)37)30(34-19-33-25)35-22-9-10-27(24(31)15-22)40-18-20-6-3-7-21(32)14-20/h3-4,6-10,14-17,19H,5,11-13,18H2,1-2H3,(H,33,34,35)/b8-4+

Standard InChI Key:  LXKMHAORHTZYRQ-XBXARRHUSA-N

Molfile:  

 
     RDKit          2D

 40 44  0  0  0  0  0  0  0  0999 V2000
    7.6808  -25.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6800  -23.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3889  -23.9351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3881  -24.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0993  -25.1654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8117  -24.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8085  -23.9309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0968  -23.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0940  -22.7012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8044  -22.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5169  -22.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2269  -22.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2245  -21.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5063  -21.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7993  -21.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9399  -22.6979    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.9344  -21.0531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6482  -21.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3539  -21.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0647  -21.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7741  -21.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7706  -20.2223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0519  -19.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3454  -20.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4877  -21.4542    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.9799  -23.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9766  -24.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3311  -25.2715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3355  -23.4224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5292  -25.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5314  -23.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1755  -24.3490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3312  -22.6048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0367  -22.1925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6213  -22.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9158  -22.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059  -22.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5004  -22.6199    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7905  -22.2151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5047  -23.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 27  1  1  0
  1  4  2  0
  3  2  2  0
  2 26  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 12 16  1  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 21 25  1  0
 26 27  2  0
 27 28  1  0
 26 29  1  0
 28 30  1  0
 29 31  1  0
 30 32  1  0
 31 32  1  0
 29 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4634817

   (E)-1-[4-[3-chloro-4-[(3-fluorophenyl)methoxy]anilino]-8,9-dihydro-7H-pyrimido[5,4-h][1,5]benzoxazepin-6-yl]-4-(dimethylamino)but-2-en-1-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: 562.05

Molecular Weight (Monoisotopic): 561.1943

AlogP: 5.98

#Rotatable Bonds: 8

Polar Surface Area: 79.82

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 8.81

CX LogP: 5.18

CX LogD: 3.76

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.27

Np Likeness Score: -1.38

References

1. Sun M, Jia J, Sun H, Wang F..  (2020)  Design and synthesis of a novel class EGFR/HER2 dual inhibitors containing tricyclic oxazine fused quinazolines scaffold.,  30  (9): [PMID:32139324] [10.1016/j.bmcl.2020.127045]

Source

Source(1):

• Scientific Literature