N,3-dimethyl-6-oxo-N-phenyl-1-(7H-purin-6-yl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-4-carboxamide

ID: ALA4089753

PubChem CID: 137642799

Max Phase: Preclinical

Molecular Formula: C20H18N8O2

Molecular Weight: 402.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nn(-c2ncnc3nc[nH]c23)c2c1C(C(=O)N(C)c1ccccc1)CC(=O)N2

Standard InChI:  InChI=1S/C20H18N8O2/c1-11-15-13(20(30)27(2)12-6-4-3-5-7-12)8-14(29)25-18(15)28(26-11)19-16-17(22-9-21-16)23-10-24-19/h3-7,9-10,13H,8H2,1-2H3,(H,25,29)(H,21,22,23,24)

Standard InChI Key:  LLBSRZXNLGNTSZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
   18.4903  -13.9685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6431  -13.3183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8318  -13.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8048  -14.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0880  -14.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0777  -15.3410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7825  -15.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4993  -15.3606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5114  -14.5372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2236  -14.1366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1205  -13.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3193  -13.3295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5211  -13.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9651  -14.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2053  -15.2576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0016  -15.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5576  -14.8415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3172  -14.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4611  -12.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2418  -16.2224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8719  -13.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6690  -13.6382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6296  -12.6775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2237  -13.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0204  -13.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5749  -12.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3327  -11.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5309  -11.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9800  -12.2647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9113  -14.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0
  4  2  1  0
  2  3  1  0
  3  1  2  0
  4  5  2  0
  4  9  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 14  1  0
 13 11  1  0
 11 12  2  0
 12 10  1  0
 13 14  2  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 11 19  1  0
 16 20  2  0
 18 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 22 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4089753

   ---

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: 402.42

Molecular Weight (Monoisotopic): 402.1553

AlogP: 1.94

#Rotatable Bonds: 3

Polar Surface Area: 121.69

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.17

CX Basic pKa: 2.13

CX LogP: 0.63

CX LogD: 0.62

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.54

Np Likeness Score: -1.38

References

1. Frimurer TM, Mende F, Graae AS, Engelstoft MS, Egerod KL, Nygaard R, Gerlach LO, Hansen JB, Schwartz TW, Holst B..  (2017)  Model-Based Discovery of Synthetic Agonists for the Zn2+-Sensing G-Protein-Coupled Receptor 39 (GPR39) Reveals Novel Biological Functions.,  60  (3): [PMID:28045522] [10.1021/acs.jmedchem.6b00648]

Source

Source(1):

• Scientific Literature