2-(4-pyridyl)-5,6,7,8,9,10-hexahydrocycloocta [4,5]thieno[2,3-d]pyrimidin-4(3H)-one

ID: ALA2375398

PubChem CID: 72196544

Max Phase: Preclinical

Molecular Formula: C17H17N3OS

Molecular Weight: 311.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]c(-c2ccncc2)nc2sc3c(c12)CCCCCC3

Standard InChI:  InChI=1S/C17H17N3OS/c21-16-14-12-5-3-1-2-4-6-13(12)22-17(14)20-15(19-16)11-7-9-18-10-8-11/h7-10H,1-6H2,(H,19,20,21)

Standard InChI Key:  QYYCMPMKLOCUIQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   12.0783   -6.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6658   -6.8455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8408   -6.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4283   -6.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8408   -5.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6658   -5.4165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6213   -6.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5351   -7.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2888   -7.4586    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.8940   -7.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0735   -7.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5543   -6.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6405   -6.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2817   -5.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1021   -5.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4283   -4.7020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1408   -6.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3158   -6.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9033   -6.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3158   -5.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1408   -5.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5533   -6.1310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  7  8  2  0
  8  9  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  7 15  1  0
  8 10  1  0
  3  9  1  0
  4  7  1  0
  5 16  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 17 22  2  0
  1 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2375398

   5-Pyridin-4-yl-8-thia-4,6-diazatricyclo[7.6.0.02,7]pentadeca-1(9),2(7),5-trien-3-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: 311.41

Molecular Weight (Monoisotopic): 311.1092

AlogP: 3.71

#Rotatable Bonds: 1

Polar Surface Area: 58.64

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.41

CX Basic pKa: 3.55

CX LogP: 3.83

CX LogD: 3.83

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.75

Np Likeness Score: -1.81

References

1. Kassab AE, Gedawy EM..  (2013)  Synthesis and anticancer activity of novel 2-pyridyl hexahyrocyclooctathieno[2,3-d]pyrimidine derivatives.,  63  [PMID:23501108] [10.1016/j.ejmech.2013.02.011]

Source

Source(1):

• Scientific Literature