4-[(5-oxo-6,7,8,9-tetrahydrocyclohepta[d]pyrimidin-2-yl)amino]thiophene-2-carbonitrile

ID: ALA5177201

Cas Number: 2457232-14-1(DMSO)

PubChem CID: 145998284

Product Number: G580399, Order Now?

Max Phase: Preclinical

Molecular Formula: C14H12N4OS

Molecular Weight: 284.34

Names and Identifiers

Canonical SMILES:  N#Cc1cc(Nc2ncc3c(n2)CCCCC3=O)cs1

Standard InChI:  InChI=1S/C14H12N4OS/c15-6-10-5-9(8-20-10)17-14-16-7-11-12(18-14)3-1-2-4-13(11)19/h5,7-8H,1-4H2,(H,16,17,18)

Standard InChI Key:  USWCHVCZOGGQQA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -2.0039    0.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0039   -0.8132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2894    0.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5750    0.0116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5750   -0.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2894   -1.2257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397   -1.2259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8544   -0.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9406    0.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7474    0.1785    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1599   -0.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6078   -1.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6490    0.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4504    0.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8103   -0.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4503   -1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6458   -1.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4354    1.3224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9851   -0.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8103   -0.5357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  1  3  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  2  6  1  0
  5  7  1  0
  7  8  1  0
  9  8  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
  1 13  1  0
 13 14  1  0
 15 14  1  0
 16 15  1  0
 17 16  1  0
  2 17  1  0
 13 18  2  0
 11 19  1  0
 19 20  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA5177201

   G6PDi-1

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: 284.34

Molecular Weight (Monoisotopic): 284.0732

AlogP: 3.06

#Rotatable Bonds: 2

Polar Surface Area: 78.67

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.14

CX Basic pKa: 1.44

CX LogP: 2.56

CX LogD: 2.56

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.86

Np Likeness Score: -1.25

References

1. Koperniku A, Garcia AA, Mochly-Rosen D..  (2022)  Boosting the Discovery of Small Molecule Inhibitors of Glucose-6-Phosphate Dehydrogenase for the Treatment of Cancer, Infectious Diseases, and Inflammation.,  65  (6.0): [PMID:35239352] [10.1021/acs.jmedchem.1c01577]

Source

Source(1):

• Scientific Literature