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

ID: ALA4778959

PubChem CID: 162661951

Max Phase: Preclinical

Molecular Formula: C30H33N7O4

Molecular Weight: 555.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCC(c2noc(-c3cnc(Nc4ccc5c(c4)C(C)(C)OC5=O)nc3N[C@H](CO)c3ccccc3)n2)CC1

Standard InChI:  InChI=1S/C30H33N7O4/c1-30(2)23-15-20(9-10-21(23)28(39)40-30)32-29-31-16-22(26(35-29)33-24(17-38)18-7-5-4-6-8-18)27-34-25(36-41-27)19-11-13-37(3)14-12-19/h4-10,15-16,19,24,38H,11-14,17H2,1-3H3,(H2,31,32,33,35)/t24-/m1/s1

Standard InChI Key:  XSIMOSPDULMWPL-XMMPIXPASA-N

Molfile:  

 
     RDKit          2D

 41 46  0  0  0  0  0  0  0  0999 V2000
    5.2612  -17.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2601  -18.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9755  -18.6891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6926  -18.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6897  -17.4442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9738  -17.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9713  -16.2090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6851  -15.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6827  -14.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4014  -16.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1152  -15.7898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3983  -14.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3962  -13.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6793  -13.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9632  -13.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9688  -14.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4083  -18.6871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1227  -18.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8350  -18.6853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8275  -17.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1164  -17.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5482  -17.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5519  -18.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3354  -18.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8160  -17.8511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3294  -17.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5810  -16.4014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1168  -19.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0467  -18.9283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5506  -17.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4641  -16.2144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6564  -16.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2437  -16.7581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7965  -17.3715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3204  -15.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8044  -14.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4716  -13.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6505  -13.7775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1632  -14.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4969  -15.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3173  -13.0220    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
 32 35  1  0
 35 36  1  0
 35 40  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 38 41  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4778959

   ---

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: 555.64

Molecular Weight (Monoisotopic): 555.2594

AlogP: 4.63

#Rotatable Bonds: 8

Polar Surface Area: 138.53

Molecular Species: NEUTRAL

HBA: 11

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.25

CX Basic pKa: 8.41

CX LogP: 3.99

CX LogD: 2.94

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.26

Np Likeness Score: -0.72

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