2-E-cinnamoyl-6-(4-chlorophenyl)-1'-(4-chlorophenylmethylene)-3-methyl-7,8,9,10-tetrahydrothiazolo[3',2':1,2]pyrimido[4,5-b]quinolin-5-one

ID: ALA504644

PubChem CID: 44582598

Max Phase: Preclinical

Molecular Formula: C36H25Cl2N3O2S

Molecular Weight: 634.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C(=O)/C=C/c2ccccc2)sc2nc3nc4c(c(-c5ccc(Cl)cc5)c3c(=O)n12)CCC/C4=C/c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C36H25Cl2N3O2S/c1-21-33(29(42)19-12-22-6-3-2-4-7-22)44-36-40-34-31(35(43)41(21)36)30(24-13-17-27(38)18-14-24)28-9-5-8-25(32(28)39-34)20-23-10-15-26(37)16-11-23/h2-4,6-7,10-20H,5,8-9H2,1H3/b19-12+,25-20-

Standard InChI Key:  LOQGPVGGFZHHJC-XPBIJTLGSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA504644

   (4Z)-9-(4-chlorophenyl)-4-[(4-chlorophenyl)methylidene]-13-methyl-14-[(E)-3-phenylprop-2-enoyl]-15-thia-2,12,17-triazatetracyclo[8.7.0.03,8.012,16]heptadeca-1(10),2,8,13,16-pentaen-11-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: 634.59

Molecular Weight (Monoisotopic): 633.1045

AlogP: 9.36

#Rotatable Bonds: 5

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: 1.06

CX LogP: 10.52

CX LogD: 10.52

Aromatic Rings: 6

Heavy Atoms: 44

QED Weighted: 0.14

Np Likeness Score: -0.68

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