N-(3-methyl-6-oxo-1-(7H-purin-6-yl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridin-4-yl)-2-phenylbutanamide

ID: ALA4090669

PubChem CID: 137644264

Max Phase: Preclinical

Molecular Formula: C22H22N8O2

Molecular Weight: 430.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(C(=O)NC1CC(=O)Nc2c1c(C)nn2-c1ncnc2nc[nH]c12)c1ccccc1

Standard InChI:  InChI=1S/C22H22N8O2/c1-3-14(13-7-5-4-6-8-13)22(32)27-15-9-16(31)28-20-17(15)12(2)29-30(20)21-18-19(24-10-23-18)25-11-26-21/h4-8,10-11,14-15H,3,9H2,1-2H3,(H,27,32)(H,28,31)(H,23,24,25,26)

Standard InChI Key:  JHVBTXMRMLZZNB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   19.1672   -3.0107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3199   -2.3605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5087   -2.2696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4817   -3.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7649   -3.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7546   -4.3832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4594   -4.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1762   -4.4028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1882   -3.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9005   -3.1788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7973   -2.2106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9962   -2.3717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1980   -2.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6420   -3.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8821   -4.2998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6785   -4.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2345   -3.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9941   -3.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1380   -1.4678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9187   -5.2646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5488   -2.5001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3458   -2.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9005   -2.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5882   -3.4609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6976   -2.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6582   -1.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2129   -0.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9342   -3.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7304   -3.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2860   -2.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0399   -1.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2442   -1.6604    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
 22 23  1  0
 22 24  2  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 25 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4090669

   ---

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: 430.47

Molecular Weight (Monoisotopic): 430.1866

AlogP: 2.54

#Rotatable Bonds: 5

Polar Surface Area: 130.48

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.17

CX Basic pKa: 2.11

CX LogP: 1.56

CX LogD: 1.56

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.45

Np Likeness Score: -1.06

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