(E)-1-(4-(3-chloro-4-fluorophenylamino)-8,9-dihydro-[1,4]oxazepino[3,2-g]quinazolin-6(7H)-yl)-4-(1H-imidazol-1-yl)but-2-en-1-one

ID: ALA4446326

PubChem CID: 78323565

Max Phase: Preclinical

Molecular Formula: C24H20ClFN6O2

Molecular Weight: 478.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/Cn1ccnc1)N1CCCOc2cc3ncnc(Nc4ccc(F)c(Cl)c4)c3cc21

Standard InChI:  InChI=1S/C24H20ClFN6O2/c25-18-11-16(4-5-19(18)26)30-24-17-12-21-22(13-20(17)28-14-29-24)34-10-2-8-32(21)23(33)3-1-7-31-9-6-27-15-31/h1,3-6,9,11-15H,2,7-8,10H2,(H,28,29,30)/b3-1+

Standard InChI Key:  GMGHMRMXKSVYKO-HNQUOIGGSA-N

Molfile:  

 
     RDKit          2D

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   19.0603  -18.9616    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.5010  -19.7779    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   13.8171  -23.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2992  -24.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8093  -22.2724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5185  -22.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1055  -24.1050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.0588  -22.4401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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 34 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4446326

   (E)-1-[4-(3-chloro-4-fluoroanilino)-8,9-dihydro-7H-pyrimido[5,4-h][1,5]benzoxazepin-6-yl]-4-imidazol-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: 478.92

Molecular Weight (Monoisotopic): 478.1320

AlogP: 4.73

#Rotatable Bonds: 5

Polar Surface Area: 85.17

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.76

CX LogP: 3.50

CX LogD: 3.43

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.42

Np Likeness Score: -1.57

References

1. Sun M, Zhao J, Chen X, Zong Z, Han J, Du Y, Sun H, Wang F..  (2016)  Synthesis and biological evaluation of novel tricyclic oxazine and oxazepine fused quinazolines. Part 2: Gefitinib analogs.,  26  (19): [PMID:27524310] [10.1016/j.bmcl.2016.08.007]

Source

Source(1):

• Scientific Literature