4-(4-phenylpiperazin-1-yl)-2-(4-pyridyl)-5,6,7,8,9,10-hexahydrocycloocta [4,5]thieno[2,3-d]pyrimidine

ID: ALA2375389

PubChem CID: 72196912

Max Phase: Preclinical

Molecular Formula: C27H29N5S

Molecular Weight: 455.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(N2CCN(c3nc(-c4ccncc4)nc4sc5c(c34)CCCCCC5)CC2)cc1

Standard InChI:  InChI=1S/C27H29N5S/c1-2-7-11-23-22(10-6-1)24-26(29-25(30-27(24)33-23)20-12-14-28-15-13-20)32-18-16-31(17-19-32)21-8-4-3-5-9-21/h3-5,8-9,12-15H,1-2,6-7,10-11,16-19H2

Standard InChI Key:  SJAGLAYWUKJDPU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.2830   -7.5817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8705   -8.2961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0455   -8.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6330   -7.5817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0455   -6.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8705   -6.8672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8260   -7.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7398   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4935   -8.9092    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0986   -9.0929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2782   -9.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7590   -8.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8452   -7.5450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4864   -7.0258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3068   -7.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3455   -8.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5205   -8.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1080   -7.5817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5205   -6.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3455   -6.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7580   -7.5817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6330   -6.1527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8080   -6.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3955   -5.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8080   -4.7238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6330   -4.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0455   -5.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3955   -4.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5705   -4.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1580   -3.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5705   -2.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3955   -2.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8080   -3.2948    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 18  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
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 28 33  2  0
 25 28  1  0
  5 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2375389

   3-(4-Phenylpiperazin-1-yl)-5-pyridin-4-yl-8-thia-4,6-diazatricyclo[7.6.0.02,7]pentadeca-1(9),2,4,6-tetraene

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: 455.63

Molecular Weight (Monoisotopic): 455.2144

AlogP: 5.74

#Rotatable Bonds: 3

Polar Surface Area: 45.15

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.00

CX LogP: 7.41

CX LogD: 7.41

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.39

Np Likeness Score: -1.89

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