3-[(5-anilino-1,3,4-thiadiazol-2-yl)methylsulfanyl]-7,8-dihydro-6H-cyclopenta[4,5]thieno[1,2-c]pyrimidin-1-amine

ID: ALA4537793

Cas Number: 575468-55-2

PubChem CID: 1589507

Max Phase: Preclinical

Molecular Formula: C18H16N6S3

Molecular Weight: 412.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(SCc2nnc(Nc3ccccc3)s2)nc2sc3c(c12)CCC3

Standard InChI:  InChI=1S/C18H16N6S3/c19-15-14-11-7-4-8-12(11)26-16(14)22-17(21-15)25-9-13-23-24-18(27-13)20-10-5-2-1-3-6-10/h1-3,5-6H,4,7-9H2,(H,20,24)(H2,19,21,22)

Standard InChI Key:  IDVYRNFRUFPEHL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.5565   -8.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5554   -8.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2702   -9.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9866   -8.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9837   -8.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2683   -7.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6966   -7.6809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4127   -8.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5056   -8.9098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3133   -9.0782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7230   -8.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1686   -7.7512    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.5432   -8.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0307   -8.9383    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.8508   -8.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3336   -9.5151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1530   -9.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1766   -8.0954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9942   -8.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4875   -8.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4710   -7.3295    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.2588   -7.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2691   -8.3964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0539   -8.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5286   -7.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0373   -7.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6407  -10.0915    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  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
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 11 12  1  0
 12  8  1  0
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 13 14  1  0
 14 15  1  0
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 19 18  2  0
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 20 23  1  0
 22 21  1  0
 21 19  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 22  1  0
 17 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537793

   2-(((5-(phenylamino)-1,3,4-thiadiazol-2-yl)methyl)thio)-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-amine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 412.57

Molecular Weight (Monoisotopic): 412.0599

AlogP: 4.65

#Rotatable Bonds: 5

Polar Surface Area: 89.61

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.98

CX Basic pKa: 3.50

CX LogP: 4.89

CX LogD: 4.89

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.36

Np Likeness Score: -2.70

References

1.  (2012)  Entpd5 inhibitors, 

Source

Source(1):

• Patent Bioactivity Data