PAXALISIB

ID: ALA3813842

Cas Number: 1382979-44-3

PubChem CID: 57384863

Product Number: P413923, Order Now?

Max Phase: Phase

Molecular Formula: C18H22N8O2

Molecular Weight: 382.43

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Paxalisib | Rg-7666 | G-02441729 | G02441729 | GDC-0084 | GDC0084 | GDC-0084|1382979-44-3|paxalisib|GDC0084|Paxalisib [USAN]|5-(6,6-dimethyl-4-morpholin-4-yl-8,9-dihydropurino[8,9-c][1,4]oxazin-2-yl)pyrimidin-2-amine|CHEMBL3813842|P5DKZ70636|GDC 0084|GDC-0084RG7666|G02441729|5-(6,6-Dimethyl-4-morpholino-8,9-dihydro-6H-[1,4]oxazino[4,3-e]purin-2-yl)pyrimidin-2-amine|RG-7666|2-Pyrimidinamine, 5-[8,9-dihydro-6,6-dimethyl-4-(4-morpholinyl)-6H-[1,4]oxazino[4,3-e]purin-2-yl]-|G-02441729|2-PyrimidinamiShow More⌵

Canonical SMILES:  CC1(C)OCCn2c1nc1c(N3CCOCC3)nc(-c3cnc(N)nc3)nc12

Standard InChI:  InChI=1S/C18H22N8O2/c1-18(2)16-22-12-14(25-3-6-27-7-4-25)23-13(11-9-20-17(19)21-10-11)24-15(12)26(16)5-8-28-18/h9-10H,3-8H2,1-2H3,(H2,19,20,21)

Standard InChI Key:  LGWACEZVCMBSKW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
   -3.6088    1.5481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3131    2.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8323    2.9594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0896    0.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2747    1.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9791    1.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4983    2.4473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0512   -0.3754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7556    0.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5321   -1.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7172   -0.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4215   -0.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9407    0.5238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8278   -1.7868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3086   -2.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6426   -1.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9384   -2.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4192   -3.3271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6044   -3.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0761   -1.4068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6158   -0.9575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4023   -0.1606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4127   -1.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9961   -0.5877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7826    0.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9857    0.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1440   -1.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0353   -1.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  1  4  1  0
  2  7  1  0
  8  9  2  0
  5  9  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  8 10  1  0
  9 13  1  0
 14 15  1  0
 10 14  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 14 16  1  0
 15 19  1  0
 20 21  2  0
 21 22  1  0
 11 20  1  0
 12 22  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 21 23  1  0
 22 26  1  0
 23 27  1  0
 23 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3813842

   Paxalisib (GDC-0084)

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 382.43

Molecular Weight (Monoisotopic): 382.1866

AlogP: 0.97

#Rotatable Bonds: 2

Polar Surface Area: 117.10

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.98

CX LogP: 1.32

CX LogD: 1.32

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.69

Np Likeness Score: -0.99

References

1. Unpublished dataset, 

2. Heffron TP, Ndubaku CO, Salphati L, Alicke B, Cheong J, Drobnick J, Edgar K, Gould SE, Lee LB, Lesnick JD, Lewis C, Nonomiya J, Pang J, Plise EG, Sideris S, Wallin J, Wang L, Zhang X, Olivero AG..  (2016)  Discovery of Clinical Development Candidate GDC-0084, a Brain Penetrant Inhibitor of PI3K and mTOR.,  7  (4): [PMID:27096040] [10.1021/acsmedchemlett.6b00005]

3. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

4. Zhang MM, Jia Y, Li P, Qiao Y, Han KL..  (2021)  New Protocol-Guided Exploitation of a Lysosomal Sulfatase Inhibitor to Suppress Cell Growth in Glioblastoma Multiforme.,  64  (12.0): [PMID:34096701] [10.1021/acs.jmedchem.1c00559]

Source

Source(3):

• Scientific Literature
• Clinical Candidates
• USP Dictionary of USAN and International Drug Names