(S)-1-(4-(2-(difluoromethyl)-1H-benzo[d]imidazol-1-yl)-6-morpholino-1,3,5-triazin-2-yl)piperidine-3-carboxylic acid

ID: ALA4522571

PubChem CID: 155543659

Max Phase: Preclinical

Molecular Formula: C21H23F2N7O3

Molecular Weight: 459.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)[C@H]1CCCN(c2nc(N3CCOCC3)nc(-n3c(C(F)F)nc4ccccc43)n2)C1

Standard InChI:  InChI=1S/C21H23F2N7O3/c22-16(23)17-24-14-5-1-2-6-15(14)30(17)21-26-19(28-8-10-33-11-9-28)25-20(27-21)29-7-3-4-13(12-29)18(31)32/h1-2,5-6,13,16H,3-4,7-12H2,(H,31,32)/t13-/m0/s1

Standard InChI Key:  LZPFNUFLUGZHSO-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   36.5988   -3.3471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.5977   -4.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3057   -4.5756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0154   -4.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0126   -3.3435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.3040   -2.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3015   -2.1211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0060   -1.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0055   -0.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2984   -0.4894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5901   -0.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5889   -1.7187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8897   -4.5747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.7238   -4.5737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1419   -4.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5946   -4.8501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.7208   -5.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4251   -5.7984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1345   -5.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1352   -4.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4264   -4.1622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8021   -5.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0028   -5.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7494   -6.3301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2942   -6.9380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0958   -6.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3455   -5.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9717   -3.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5788   -2.8969    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.1944   -3.1917    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.8437   -4.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5506   -4.5767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.8452   -3.3496    0.0000 O   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
  7  8  1  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  2 13  1  0
  4 14  1  0
 13 15  1  0
 15 16  2  0
 16 23  1  0
 22 13  1  0
 14 17  1  0
 14 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 15 28  1  0
 28 29  1  0
 28 30  1  0
 20 31  1  1
 31 32  1  0
 31 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4522571

   ---

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: 459.46

Molecular Weight (Monoisotopic): 459.1830

AlogP: 2.29

#Rotatable Bonds: 5

Polar Surface Area: 109.50

Molecular Species: ACID

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.70

CX Basic pKa: 5.93

CX LogP: 1.87

CX LogD: 0.66

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.61

Np Likeness Score: -1.37

References

1. Miller MS, Mountford SJ, Pinson JA, Zheng Z, Künzli M, Patel V, Hogg SJ, Shortt J, Jennings IG, Thompson PE..  (2016)  Development of single and mixed isoform selectivity PI3Kδ inhibitors by targeting Asn836 of PI3Kδ.,  26  (19): [PMID:27561716] [10.1016/j.bmcl.2016.08.028]

Source

Source(1):

• Scientific Literature