(R)-2-Allyl-1-(7-ethyl-7-hydroxy-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl)-6-((4-(piperazin-1-yl)phenyl)amino)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one

ID: ALA4861351

PubChem CID: 139467518

Max Phase: Preclinical

Molecular Formula: C28H32N8O2

Molecular Weight: 512.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CCn1c(=O)c2cnc(Nc3ccc(N4CCNCC4)cc3)nc2n1-c1ccc2c(n1)[C@@](O)(CC)CC2

Standard InChI:  InChI=1S/C28H32N8O2/c1-3-15-35-26(37)22-18-30-27(31-20-6-8-21(9-7-20)34-16-13-29-14-17-34)33-25(22)36(35)23-10-5-19-11-12-28(38,4-2)24(19)32-23/h3,5-10,18,29,38H,1,4,11-17H2,2H3,(H,30,31,33)/t28-/m1/s1

Standard InChI Key:  NTSGMZSNBBYMCF-MUUNZHRXSA-N

Molfile:  

 
     RDKit          2D

 38 43  0  0  0  0  0  0  0  0999 V2000
   24.3302   -5.8337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9221   -6.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7423   -6.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6448   -2.1611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6448   -2.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3605   -3.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0720   -2.9856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0720   -2.1611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3605   -1.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7855   -3.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7811   -4.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4937   -4.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2093   -4.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2078   -3.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4947   -2.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9232   -4.6377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6373   -4.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3481   -4.6391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3432   -2.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6327   -3.4040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0622   -3.4022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0629   -4.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8478   -4.4818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3324   -3.8138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8468   -3.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1009   -2.3624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1569   -3.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5684   -3.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3929   -3.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1033   -5.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5503   -5.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8050   -6.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9068   -5.4313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1646   -6.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6149   -6.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0348   -7.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8441   -7.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1587   -7.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  3  2  1  0
  4  5  1  0
  4  9  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 13 16  1  0
 16 17  1  0
 17 18  2  0
 18 22  1  0
 21 19  1  0
 19 20  2  0
 20 17  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 21  1  0
 25 26  2  0
 24 27  1  0
 27 28  1  0
 28 29  2  0
 30 31  2  0
 31 32  1  0
 32 35  2  0
 34 33  2  0
 33 30  1  0
 23 30  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37  2  1  0
  2 34  1  0
  3 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4861351

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 512.62

Molecular Weight (Monoisotopic): 512.2648

AlogP: 2.86

#Rotatable Bonds: 7

Polar Surface Area: 113.13

Molecular Species: BASE

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.36

CX Basic pKa: 8.91

CX LogP: 3.32

CX LogD: 1.79

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.32

Np Likeness Score: -0.83

References

1. Huang PQ, Boren BC, Hegde SG, Liu H, Unni AK, Abraham S, Hopkins CD, Paliwal S, Samatar AA, Li J, Bunker KD..  (2021)  Discovery of ZN-c3, a Highly Potent and Selective Wee1 Inhibitor Undergoing Evaluation in Clinical Trials for the Treatment of Cancer.,  64  (17.0): [PMID:34423975] [10.1021/acs.jmedchem.1c01121]

Source

Source(1):

• Scientific Literature