5-(6-(3-methoxyoxetan-3-yl)-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-2-yl)pyrimidin-2-amine

ID: ALA2178608

Cas Number: 1394076-92-6

PubChem CID: 70676303

Product Number: G421482, Order Now?

Max Phase: Preclinical

Molecular Formula: C19H22N6O3S

Molecular Weight: 414.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1(c2sc3c(N4CCOCC4)nc(-c4cnc(N)nc4)nc3c2C)COC1

Standard InChI:  InChI=1S/C19H22N6O3S/c1-11-13-14(29-15(11)19(26-2)9-28-10-19)17(25-3-5-27-6-4-25)24-16(23-13)12-7-21-18(20)22-8-12/h7-8H,3-6,9-10H2,1-2H3,(H2,20,21,22)

Standard InChI Key:  XOZLHJMDLKDZAL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.2950  -19.8959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0046  -19.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0018  -18.6638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2932  -18.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7095  -19.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7094  -20.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4169  -21.1189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1250  -20.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2931  -17.4448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0014  -17.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0009  -16.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2938  -15.8113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5855  -16.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5843  -17.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5869  -19.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5836  -18.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8017  -18.4153    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3217  -19.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8071  -19.7438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4130  -19.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1198  -19.8836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8342  -21.1152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5577  -20.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5077  -19.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275  -18.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3520  -19.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9323  -19.6630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7157  -18.2877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1345  -17.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4 16  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8 21  1  0
 20  5  1  0
  2  5  1  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  4  9  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 15  1  0
 20 21  2  0
  8 22  1  0
 19 23  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 24  1  0
 18 24  1  0
 24 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2178608

   GNE-317

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: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 414.49

Molecular Weight (Monoisotopic): 414.1474

AlogP: 1.75

#Rotatable Bonds: 4

Polar Surface Area: 108.51

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.59

CX LogP: 2.11

CX LogD: 2.11

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.68

Np Likeness Score: -0.93

References

1. Heffron TP, Salphati L, Alicke B, Cheong J, Dotson J, Edgar K, Goldsmith R, Gould SE, Lee LB, Lesnick JD, Lewis C, Ndubaku C, Nonomiya J, Olivero AG, Pang J, Plise EG, Sideris S, Trapp S, Wallin J, Wang L, Zhang X..  (2012)  The design and identification of brain penetrant inhibitors of phosphoinositide 3-kinase α.,  55  (18): [PMID:22946614] [10.1021/jm300867c]

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]

Source

Source(1):

• Scientific Literature