10-thia-5,7,12-triazatetracyclo[11.7.0.0^{3,11}.0^{4,9}]icosa-1(13),2,4(9),5,7,11-hexaen-8-amine

ID: ALA1091449

PubChem CID: 46884359

Max Phase: Preclinical

Molecular Formula: C16H18N4S

Molecular Weight: 298.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1sc1nc3c(cc12)CCCCCCC3

Standard InChI:  InChI=1S/C16H18N4S/c17-15-14-13(18-9-19-15)11-8-10-6-4-2-1-3-5-7-12(10)20-16(11)21-14/h8-9H,1-7H2,(H2,17,18,19)

Standard InChI Key:  ONOAQEVKIDFSDM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   -1.6619   -0.5170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6597    1.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9454    0.7251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9480   -0.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1569   -0.3673    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1527    0.9798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3308    0.3039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1560    0.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4986    1.1425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0099    1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1865    1.7335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6372   -0.2855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9033   -0.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7189   -0.8738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4257   -0.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3756   -0.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3761    0.7277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9010    1.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7112    1.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7035    0.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4185    1.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  4  5  1  0
  8 12  1  0
  5  7  1  0
  6  3  1  0
  3  2  2  0
  2 17  1  0
  6  7  2  0
  3  4  1  0
  7  8  1  0
 16  1  1  0
  8  9  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 20 15  1  0
 20 21  1  0
 21 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1091449

   10-Thia-5,7,12-triazatetracyclo[11.7.0.03,11.04,9]icosa-1,3(11),4(9),5,7,12-hexaen-8-amine

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: 298.42

Molecular Weight (Monoisotopic): 298.1252

AlogP: 3.87

#Rotatable Bonds: ┄

Polar Surface Area: 64.69

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.65

CX LogP: 3.98

CX LogD: 3.98

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.68

Np Likeness Score: -1.28

References

1. Lockman JW, Reeder MD, Suzuki K, Ostanin K, Hoff R, Bhoite L, Austin H, Baichwal V, Adam Willardsen J..  (2010)  Inhibition of eEF2-K by thieno[2,3-b]pyridine analogues.,  20  (7): [PMID:20189382] [10.1016/j.bmcl.2010.02.005]

Source

Source(1):

• Scientific Literature