5-[3-(2-Aminopyridin-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-2-[(1S)-1-cyclopropylethyl]-7-methyl-2,3-dihydro-1H-isoindol-1-one

ID: ALA4742917

PubChem CID: 162645657

Max Phase: Preclinical

Molecular Formula: C26H25N5O

Molecular Weight: 423.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2cnc3[nH]cc(-c4ccnc(N)c4)c3c2)cc2c1C(=O)N([C@@H](C)C1CC1)C2

Standard InChI:  InChI=1S/C26H25N5O/c1-14-7-18(8-20-13-31(26(32)24(14)20)15(2)16-3-4-16)19-9-21-22(12-30-25(21)29-11-19)17-5-6-28-23(27)10-17/h5-12,15-16H,3-4,13H2,1-2H3,(H2,27,28)(H,29,30)/t15-/m0/s1

Standard InChI Key:  VDWJMNIZTFKBIL-HNNXBMFYSA-N

Molfile:  

 
     RDKit          2D

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   30.8744  -12.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8732  -13.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5813  -13.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5795  -12.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2881  -12.5555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2929  -13.3741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0729  -13.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5503  -12.9575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0652  -12.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3675  -12.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7802  -13.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3300  -14.3983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5823  -14.6048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7861  -14.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4914  -14.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7719  -12.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1686  -12.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1698  -11.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4628  -10.9242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4646  -12.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7571  -12.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7501  -11.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9710  -11.0915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4963  -11.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9822  -12.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7378  -13.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9386  -13.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6925  -14.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2447  -14.7473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0462  -14.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2884  -13.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8946  -14.3201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
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  9  5  1  0
  8 10  1  0
 10 11  1  0
  7 12  2  0
  3 13  1  0
 14 11  1  0
 15 14  1  0
 11 15  1  0
 10 16  1  1
 17 18  2  0
 18 19  1  0
 19 22  2  0
 21 20  2  0
 20 17  1  0
  1 17  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 21  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 25 26  1  0
 28 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4742917

   ---

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: 423.52

Molecular Weight (Monoisotopic): 423.2059

AlogP: 4.94

#Rotatable Bonds: 4

Polar Surface Area: 87.90

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.37

CX LogP: 3.82

CX LogD: 3.79

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.49

Np Likeness Score: 0.01

References

1. Miles DH,Yan X,Thomas-Tran R,Fournier J,Sharif EU,Drew SL,Mata G,Lawson KV,Ginn E,Wong K,Soni D,Dhanota P,Shaqfeh SG,Meleza C,Chen A,Pham AT,Park T,Swinarski D,Banuelos J,Schindler U,Walters MJ,Walker NP,Zhao X,Young SW,Chen J,Jin L,Leleti MR,Powers JP,Jeffrey JL.  (2020)  Discovery of Potent and Selective 7-Azaindole Isoindolinone-Based PI3Kγ Inhibitors.,  11  (11): [PMID:33214836] [10.1021/acsmedchemlett.0c00387]

Source

Source(1):

• Scientific Literature