11-(4-chlorophenyl)-7-(4-chlorophenylmethylene)-3-(4-methoxy-phenyl)-2,3,7,8,9,10-hexahydroisoxazolo[5'',4'':4',5']thiazolo[3',2':1,2]pyrimido[4,5-b]-quinolin-12-one

ID: ALA447468

PubChem CID: 44582930

Max Phase: Preclinical

Molecular Formula: C34H24Cl2N4O3S

Molecular Weight: 639.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2NOc3c2sc2nc4nc5c(c(-c6ccc(Cl)cc6)c4c(=O)n32)CCC/C5=C/c2ccc(Cl)cc2)cc1

Standard InChI:  InChI=1S/C34H24Cl2N4O3S/c1-42-24-15-9-20(10-16-24)29-30-33(43-39-29)40-32(41)27-26(19-7-13-23(36)14-8-19)25-4-2-3-21(17-18-5-11-22(35)12-6-18)28(25)37-31(27)38-34(40)44-30/h5-17,29,39H,2-4H2,1H3/b21-17-

Standard InChI Key:  MMJZDRMNINVHPT-FXBPSFAMSA-N

Molfile:  

     RDKit          2D

 44 51  0  0  0  0  0  0  0  0999 V2000
    3.8612   -0.5909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8612   -1.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5805   -1.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5805   -0.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2915   -0.5909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2884   -1.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0026   -1.8275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0005   -0.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7193   -0.5932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7158   -1.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4295   -1.8296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1428   -1.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1462   -0.5931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4281   -0.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0025    0.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7189    1.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0018    2.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2917    1.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7187    1.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2903    1.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4304    0.6417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9288   -1.6694    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5803   -2.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2897   -3.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2901   -3.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7211   -3.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7228   -3.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0017   -4.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0050   -2.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9248   -0.3370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4095   -1.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4162    0.3301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2000   -0.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8108   -1.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6313   -2.1141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2414   -2.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0203   -2.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1958   -1.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5959   -1.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0013    3.1236    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.4458   -4.3074    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.6279   -2.9600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4532   -3.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2022    0.0707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  3  6  1  0
 14 21  2  0
  5  4  1  0
 12 22  1  0
  5  6  2  0
  3 23  2  0
 23 24  1  0
 24 25  2  0
  1  2  1  0
 26 27  1  0
  1  4  1  0
  9 14  1  0
 10 11  1  0
 11 12  2  0
 24 29  1  0
 25 28  1  0
 28 26  2  0
 27 29  2  0
 12 13  1  0
 13 30  1  0
 22 31  1  0
 13 14  1  0
 30 31  2  0
  2  3  1  0
 30 32  1  0
  8 15  1  0
 31 33  1  0
 15 16  2  0
 33 34  1  0
  5  8  1  0
 34 35  2  0
 17 18  1  0
 35 36  1  0
  6  7  1  0
 36 37  2  0
  7 10  2  0
 37 38  1  0
  9  8  2  0
 38 39  2  0
 39 34  1  0
  9 10  1  0
 17 40  1  0
 15 20  1  0
 26 41  1  0
 16 19  1  0
 37 42  1  0
 19 17  2  0
 42 43  1  0
 18 20  2  0
 32 44  1  0
 44 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA447468

   (15Z)-20-(4-chlorophenyl)-15-[(4-chlorophenyl)methylidene]-7-(4-methoxyphenyl)-5-oxa-9-thia-3,6,11,13-tetrazapentacyclo[10.8.0.03,10.04,8.014,19]icosa-1(12),4(8),10,13,19-pentaen-2-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 639.56

Molecular Weight (Monoisotopic): 638.0946

AlogP: 8.15

#Rotatable Bonds: 4

Polar Surface Area: 77.75

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 1.91

CX LogP: 9.28

CX LogD: 9.28

Aromatic Rings: 6

Heavy Atoms: 44

QED Weighted: 0.21

Np Likeness Score: -0.57

References

1. El-Gazzar AB, Youssef MM, Youssef AM, Abu-Hashem AA, Badria FA..  (2009)  Design and synthesis of azolopyrimidoquinolines, pyrimidoquinazolines as anti-oxidant, anti-inflammatory and analgesic activities.,  44  (2): [PMID:18462840] [10.1016/j.ejmech.2008.03.022]

Source

Source(1):

• Scientific Literature