2-[(1S)-1-Cyclopropylethyl]-7-methyl-5-{3-[2-(trifluoromethyl)pyridin-4-yl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-2,3-dihydro-1H-isoindol-1-one

ID: ALA4740341

PubChem CID: 162644967

Max Phase: Preclinical

Molecular Formula: C27H23F3N4O

Molecular Weight: 476.50

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H23F3N4O/c1-14-7-18(8-20-13-34(26(35)24(14)20)15(2)16-3-4-16)19-9-21-22(12-33-25(21)32-11-19)17-5-6-31-23(10-17)27(28,29)30/h5-12,15-16H,3-4,13H2,1-2H3,(H,32,33)/t15-/m0/s1

Standard InChI Key:  RRCJCRABMDXKOI-HNNXBMFYSA-N

Molfile:  

 
     RDKit          2D

 35 40  0  0  0  0  0  0  0  0999 V2000
   42.8145  -12.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8133  -13.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5214  -13.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5196  -11.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2282  -12.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2330  -13.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0130  -13.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4904  -12.7470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.0053  -12.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.3075  -12.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.7203  -13.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2700  -14.1878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.5224  -14.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.7261  -14.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.4314  -13.8518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.7120  -12.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1087  -11.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1099  -11.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4029  -10.7137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4047  -12.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6971  -11.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6902  -11.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9110  -10.8810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.4364  -11.5461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9222  -12.2030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6779  -12.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8786  -13.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6326  -13.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1848  -14.5368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.9862  -14.3567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2285  -13.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8347  -14.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2830  -13.5067    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.5884  -14.8888    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.0419  -14.3174    0.0000 F   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
  8  9  1  0
  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
 32 33  1  0
 32 34  1  0
 32 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4740341

   ---

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: 476.50

Molecular Weight (Monoisotopic): 476.1824

AlogP: 6.37

#Rotatable Bonds: 4

Polar Surface Area: 61.88

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.94

CX LogP: 5.32

CX LogD: 5.32

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.37

Np Likeness Score: -0.46

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