4-((4-(2-Aminothiazol-5-yl)-6-morpholino-1,3,5-triazin-2-yl)oxy)-N,N'-dimethylbenzamide

ID: ALA4782133

PubChem CID: 72950266

Max Phase: Preclinical

Molecular Formula: C19H21N7O3S

Molecular Weight: 427.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)c1ccc(Oc2nc(-c3cnc(N)s3)nc(N3CCOCC3)n2)cc1

Standard InChI:  InChI=1S/C19H21N7O3S/c1-25(2)16(27)12-3-5-13(6-4-12)29-19-23-15(14-11-21-17(20)30-14)22-18(24-19)26-7-9-28-10-8-26/h3-6,11H,7-10H2,1-2H3,(H2,20,21)

Standard InChI Key:  BQPZIYSVGQSCET-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   15.2569  -19.1544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2558  -19.9740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9638  -20.3829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6735  -19.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6707  -19.1508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9621  -18.7456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5497  -20.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9580  -17.9340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6663  -17.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6659  -16.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9587  -16.3006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2505  -16.7101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2493  -17.5299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3819  -20.3810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0889  -19.9713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7939  -20.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5005  -19.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4997  -19.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7864  -18.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0827  -19.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2062  -18.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9151  -19.1480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2038  -17.9243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9175  -19.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6216  -18.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8046  -20.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2592  -20.6601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6676  -21.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4653  -21.1961    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.3357  -22.1131    0.0000 N   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
  2  7  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  6  8  1  0
  4 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
 22 25  1  0
  7 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29  7  1  0
 28 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4782133

   4-[[4-(2-amino-1,3-thiazol-5-yl)-6-morpholin-4-yl-1,3,5-triazin-2-yl]oxy]-N,N-dimethylbenzamide

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: 427.49

Molecular Weight (Monoisotopic): 427.1427

AlogP: 1.91

#Rotatable Bonds: 5

Polar Surface Area: 119.59

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.54

CX LogP: 2.41

CX LogD: 2.41

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.65

Np Likeness Score: -1.67

References

1. Mahajan D,Sen S,Kuila B,Sharma A,Arora R,Sagar M,Mahapatra AR,Gawade LB,Dugar S.  (2020)  Discovery and Development of SPR519 as a Potent, Selective, and Orally Bioavailable Inhibitor of PI3Kα and mTOR Kinases for the Treatment of Solid Tumors.,  63  (19): [PMID:32897703] [10.1021/acs.jmedchem.0c01061]

Source

Source(1):

• Scientific Literature