6-(4-chlorophenyl)-10-(4-chlorophenylmethylene)-2-phenylmethylene-7,8,9,1'-tetrahydrothiazolo-[3',2':1,2]pyrimido[4,5-b]quinoline-3,5-dione

ID: ALA450865

PubChem CID: 44582925

Max Phase: Preclinical

Molecular Formula: C33H21Cl2N3O2S

Molecular Weight: 594.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1/c(=C/c2ccccc2)sc2nc3nc4c(c(-c5ccc(Cl)cc5)c3c(=O)n12)CCC/C4=C/c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C33H21Cl2N3O2S/c34-23-13-9-20(10-14-23)17-22-7-4-8-25-27(21-11-15-24(35)16-12-21)28-30(36-29(22)25)37-33-38(32(28)40)31(39)26(41-33)18-19-5-2-1-3-6-19/h1-3,5-6,9-18H,4,7-8H2/b22-17-,26-18-

Standard InChI Key:  GBASMGQZUWRZLA-SVTBPMHQSA-N

Molfile:  

     RDKit          2D

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    5.6929   -7.6905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1919  -10.0024    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8419  -10.9878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5516  -11.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5520  -12.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9835  -12.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9852  -11.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2638  -12.6385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2672  -10.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1878   -8.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6726   -9.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4421   -7.8856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4967   -9.3414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.7265  -10.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2634   -5.2079    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.6959  -12.6410    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
 16 19  1  0
 19 17  2  0
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  2  3  1  0
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  8 15  1  0
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 15 16  2  0
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  5  8  1  0
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 17 18  1  0
 35 36  1  0
  6  7  1  0
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  7 10  2  0
 37 38  1  0
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 26 41  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA450865

   (4Z,14Z)-14-benzylidene-9-(4-chlorophenyl)-4-[(4-chlorophenyl)methylidene]-15-thia-2,12,17-triazatetracyclo[8.7.0.03,8.012,16]heptadeca-1(10),2,8,16-tetraene-11,13-dione

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: 594.52

Molecular Weight (Monoisotopic): 593.0732

AlogP: 7.06

#Rotatable Bonds: 3

Polar Surface Area: 64.33

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 1.04

CX LogP: 9.68

CX LogD: 9.68

Aromatic Rings: 6

Heavy Atoms: 41

QED Weighted: 0.22

Np Likeness Score: -0.84

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