4-(morpholin-4-yl)-2-(2-pyridyl)-5,6,7,8,9,10-hexahydrocycloocta [4,5]thieno[2,3-d]pyrimidine

ID: ALA2375395

PubChem CID: 72196728

Max Phase: Preclinical

Molecular Formula: C21H24N4OS

Molecular Weight: 380.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(-c2nc(N3CCOCC3)c3c4c(sc3n2)CCCCCC4)nc1

Standard InChI:  InChI=1S/C21H24N4OS/c1-2-4-9-17-15(7-3-1)18-20(25-11-13-26-14-12-25)23-19(24-21(18)27-17)16-8-5-6-10-22-16/h5-6,8,10H,1-4,7,9,11-14H2

Standard InChI Key:  BEHDFYFGWLKGJK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
   10.7175   -6.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3050   -6.9412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4800   -6.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0675   -6.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4800   -5.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3050   -5.5122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2605   -6.3982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1742   -7.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9279   -7.5543    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.5331   -7.7379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7126   -7.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1934   -7.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2797   -6.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9208   -5.6709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7413   -5.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5425   -6.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9550   -5.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7800   -5.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1925   -6.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7800   -6.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9550   -6.9412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0675   -4.7978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2425   -4.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8300   -4.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2425   -3.3688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0675   -3.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4800   -4.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  2  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
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
  1 16  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 22 27  1  0
  5 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2375395

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

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: 380.52

Molecular Weight (Monoisotopic): 380.1671

AlogP: 4.25

#Rotatable Bonds: 2

Polar Surface Area: 51.14

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.58

CX LogP: 5.68

CX LogD: 5.68

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.67

Np Likeness Score: -2.27

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