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

ID: ALA452946

PubChem CID: 44582599

Max Phase: Preclinical

Molecular Formula: C37H27Cl2N3O3S

Molecular Weight: 664.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/C(=O)c2sc3nc4nc5c(c(-c6ccc(Cl)cc6)c4c(=O)n3c2C)CCC/C5=C/c2ccc(Cl)cc2)cc1

Standard InChI:  InChI=1S/C37H27Cl2N3O3S/c1-21-34(30(43)19-10-22-8-17-28(45-2)18-9-22)46-37-41-35-32(36(44)42(21)37)31(24-11-15-27(39)16-12-24)29-5-3-4-25(33(29)40-35)20-23-6-13-26(38)14-7-23/h6-20H,3-5H2,1-2H3/b19-10+,25-20-

Standard InChI Key:  MAPRVDYFHOBQMW-ICGQWJINSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA452946

   (4Z)-9-(4-chlorophenyl)-4-[(4-chlorophenyl)methylidene]-14-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]-13-methyl-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: 664.61

Molecular Weight (Monoisotopic): 663.1150

AlogP: 9.37

#Rotatable Bonds: 6

Polar Surface Area: 73.56

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 1.06

CX LogP: 10.36

CX LogD: 10.36

Aromatic Rings: 6

Heavy Atoms: 46

QED Weighted: 0.13

Np Likeness Score: -0.66

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