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

ID: ALA4643903

PubChem CID: 78322918

Max Phase: Preclinical

Molecular Formula: C32H31ClFN5O3

Molecular Weight: 588.08

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/CN1CCCC1)N1CCCOc2cc3ncnc(Nc4ccc(OCc5cccc(F)c5)c(Cl)c4)c3cc21

Standard InChI:  InChI=1S/C32H31ClFN5O3/c33-26-17-24(9-10-29(26)42-20-22-6-3-7-23(34)16-22)37-32-25-18-28-30(19-27(25)35-21-36-32)41-15-5-14-39(28)31(40)8-4-13-38-11-1-2-12-38/h3-4,6-10,16-19,21H,1-2,5,11-15,20H2,(H,35,36,37)/b8-4+

Standard InChI Key:  UNBUUPBBTITRER-XBXARRHUSA-N

Molfile:  

 
     RDKit          2D

 42 47  0  0  0  0  0  0  0  0999 V2000
   23.6614  -16.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6606  -14.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3695  -15.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3687  -16.2223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0799  -16.6303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7923  -16.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7891  -15.3958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0774  -14.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0746  -14.1661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7850  -13.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4975  -14.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2075  -13.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2051  -12.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4869  -12.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7799  -12.9407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9205  -14.1628    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   27.9150  -12.5180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6288  -12.9273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3345  -12.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0453  -12.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7547  -12.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7513  -11.6872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0325  -11.2821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3260  -11.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4683  -12.9190    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.9605  -15.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9572  -16.2223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3118  -16.7364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3162  -14.8873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5098  -16.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5121  -15.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1561  -15.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3118  -14.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0173  -13.6574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6019  -13.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8964  -14.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1865  -13.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4810  -14.0848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7321  -13.7593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1885  -14.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6009  -15.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3992  -14.9008    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
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4643903

   (E)-1-[4-[3-chloro-4-[(3-fluorophenyl)methoxy]anilino]-8,9-dihydro-7H-pyrimido[5,4-h][1,5]benzoxazepin-6-yl]-4-pyrrolidin-1-ylbut-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: 588.08

Molecular Weight (Monoisotopic): 587.2099

AlogP: 6.51

#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: 8.55

CX LogP: 5.58

CX LogD: 4.40

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.24

Np Likeness Score: -1.43

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