(S)-5-((5-(5-Cyclopropyl-1,3,4-oxadiazol-2-yl)-4-((2-hydroxy-1-phenylethyl)amino)pyrimidin-2-yl)amino)-3,3-dimethylisobenzofuran-1(3H)-one

ID: ALA4784784

PubChem CID: 142587309

Max Phase: Preclinical

Molecular Formula: C27H26N6O4

Molecular Weight: 498.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)OC(=O)c2ccc(Nc3ncc(-c4nnc(C5CC5)o4)c(N[C@H](CO)c4ccccc4)n3)cc21

Standard InChI:  InChI=1S/C27H26N6O4/c1-27(2)20-12-17(10-11-18(20)25(35)37-27)29-26-28-13-19(24-33-32-23(36-24)16-8-9-16)22(31-26)30-21(14-34)15-6-4-3-5-7-15/h3-7,10-13,16,21,34H,8-9,14H2,1-2H3,(H2,28,29,30,31)/t21-/m1/s1

Standard InChI Key:  LRINILBKXCVIMV-OAQYLSRUSA-N

Molfile:  

 
     RDKit          2D

 37 42  0  0  0  0  0  0  0  0999 V2000
   27.0297   -6.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0285   -7.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7440   -7.5465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4609   -7.1329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4581   -6.3016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7421   -5.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7396   -5.0665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4535   -4.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4510   -3.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1698   -5.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8836   -4.6473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1667   -3.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1646   -2.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4478   -2.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7316   -2.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7372   -3.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1767   -7.5446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8912   -7.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6035   -7.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5958   -5.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8848   -6.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3166   -6.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3203   -7.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1039   -7.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5844   -6.7085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0978   -6.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3494   -5.2589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8852   -8.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8152   -7.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3191   -5.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2325   -5.0717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4248   -4.9003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0121   -5.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5648   -6.2289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1942   -5.7053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4398   -5.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5264   -6.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  8  7  1  1
  8  9  1  0
  8 10  1  0
 10 11  1  0
  9 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  9  1  0
  4 17  1  0
 17 18  1  0
 18 19  2  0
 19 23  1  0
 22 20  1  0
 20 21  2  0
 21 18  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 22  1  0
 26 27  2  0
 24 28  1  0
 24 29  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 30  1  0
  1 30  1  0
 36 35  1  0
 37 36  1  0
 35 37  1  0
 33 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4784784

   ---

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: 498.54

Molecular Weight (Monoisotopic): 498.2016

AlogP: 4.70

#Rotatable Bonds: 8

Polar Surface Area: 135.29

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.33

CX Basic pKa: 4.40

CX LogP: 3.49

CX LogD: 3.49

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.29

Np Likeness Score: -0.59

References

1. Degnan AP,Kumi GK,Allard CW,Araujo EV,Johnson WL,Zimmermann K,Pearce BC,Sheriff S,Futran A,Li X,Locke GA,You D,Morrison J,Parrish KE,Stromko C,Murtaza A,Liu J,Johnson BM,Vite GD,Wittman MD.  (2021)  Discovery of Orally Active Isofuranones as Potent, Selective Inhibitors of Hematopoetic Progenitor Kinase 1.,  12  (3): [PMID:33732413] [10.1021/acsmedchemlett.0c00660]

Source

Source(1):

• Scientific Literature