4-amino-3-(5-(thiophen-2-yl)-2H-tetrazol-2-yl)-6,7-dihydro-1H-cyclopenta[4,5]thieno[2,3-b]pyridin-2(5H)-one

ID: ALA5281907

Max Phase: Preclinical

Molecular Formula: C15H12N6OS2

Molecular Weight: 356.44

Names and Identifiers

Canonical SMILES:  Nc1c(-n2nnc(-c3cccs3)n2)c(=O)[nH]c2sc3c(c12)CCC3

Standard InChI:  InChI=1S/C15H12N6OS2/c16-11-10-7-3-1-4-8(7)24-15(10)17-14(22)12(11)21-19-13(18-20-21)9-5-2-6-23-9/h2,5-6H,1,3-4H2,(H3,16,17,22)

Standard InChI Key:  AWESXODJRRKJNI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 28  0  0  0  0  0  0  0  0999 V2000
    0.5308   -1.1671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3807   -0.3558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1060    0.0375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7043   -0.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3487   -1.2750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4958   -0.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713    0.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5955    0.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8295   -0.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1497   -0.7986    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3439    0.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0474   -0.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7722    0.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7935    0.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0900    1.2565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3652    0.8627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3491    1.2750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0474   -1.2176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5843    1.0604    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5499   -0.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0518    0.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8295    0.1059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0175   -0.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8083   -0.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  6  4  1  0
  7  6  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  6  1  0
  2 11  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 16 15  1  0
 11 16  1  0
 16 17  2  0
 12 18  1  0
 14 19  1  0
 13 20  1  0
 20 21  2  0
 21 19  1  0
 21 22  1  0
 20 23  1  0
 23 24  1  0
 24 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5281907

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 356.44

Molecular Weight (Monoisotopic): 356.0514

AlogP: 2.36

#Rotatable Bonds: 2

Polar Surface Area: 102.48

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.15

CX Basic pKa: 0.96

CX LogP: 2.57

CX LogD: 2.57

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.57

Np Likeness Score: -2.23

References

1. Willems HMG, Edwards S, Boffey HK, Chawner SJ, Green C, Romero T, Winpenny D, Skidmore J, Clarke JH, Andrews SP..  (2023)  Identification of ARUK2002821 as an isoform-selective PI5P4Kα inhibitor.,  14  (5): [PMID:37252102] [10.1039/d3md00039g]

Source

Source(1):

• Scientific Literature