9-Methylthio-6-(4-fluorophenyl)-6,7,10,12-tetrahydroindeno[1,2-e]pyrimido[4,5-b][1,4]diazepine-5,11-dione

ID: ALA521077

PubChem CID: 136099800

Max Phase: Preclinical

Molecular Formula: C21H15FN4O2S

Molecular Weight: 406.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1nc2c(c(=O)[nH]1)NC1=C(C(=O)c3ccccc31)C(c1ccc(F)cc1)N2

Standard InChI:  InChI=1S/C21H15FN4O2S/c1-29-21-25-19-17(20(28)26-21)23-16-12-4-2-3-5-13(12)18(27)14(16)15(24-19)10-6-8-11(22)9-7-10/h2-9,15,23H,1H3,(H2,24,25,26,28)

Standard InChI Key:  RZRBGJFHUFBBIL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
   -2.3984   -0.3076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3984   -1.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6880   -1.5380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6880    0.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6880    0.9310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9739   -1.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9777   -0.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3356    0.2131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3239   -1.6393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4799   -1.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4655    0.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8301   -0.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6496   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9967   -2.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7017   -2.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2201   -3.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0337   -3.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3261   -2.5892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8057   -1.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0597    0.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7914    0.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926    0.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4634    1.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7272    1.8831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0290    1.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2225   -1.1749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1105   -1.5432    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8238   -1.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5538   -4.0009    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 20 11  1  0
  1  4  1  0
  6  7  2  0
 14 15  2  0
  2  3  2  0
 15 16  1  0
  7  8  1  0
 16 17  2  0
  3  6  1  0
 17 18  1  0
  6  9  1  0
 18 19  2  0
 19 14  1  0
 10 14  1  0
  8 11  1  0
  7  4  1  0
 20 21  2  0
  9 10  1  0
 21 22  1  0
 10 12  1  0
 22 23  2  0
 11 12  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
  4  5  2  0
 13 26  2  0
  1  2  1  0
  2 27  1  0
 12 13  1  0
 27 28  1  0
 13 21  1  0
 17 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA521077

   ---

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: 406.44

Molecular Weight (Monoisotopic): 406.0900

AlogP: 3.82

#Rotatable Bonds: 2

Polar Surface Area: 86.88

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.53

CX Basic pKa: ┄

CX LogP: 3.06

CX LogD: 2.85

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.44

Np Likeness Score: -0.80

References

1. Insuasty B, Orozco F, Lizarazo C, Quiroga J, Abonia R, Hursthouse M, Nogueras M, Cobo J..  (2008)  Synthesis of new indeno[1,2-e]pyrimido[4,5-b][1,4]diazepine-5,11-diones as potential antitumor agents.,  16  (18): [PMID:18752965] [10.1016/j.bmc.2008.08.023]

Source

Source(1):

• Scientific Literature