(S)-N-(1-amino-3-hydroxy-1-oxopropan-2-yl)-1-(4-(2-(difluoromethyl)-1H-benzo[d]imidazol-1-yl)-6-morpholino-1,3,5-triazin-2-yl)piperidine-4-carboxamide

ID: ALA4553967

PubChem CID: 155555483

Max Phase: Preclinical

Molecular Formula: C24H29F2N9O4

Molecular Weight: 545.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)[C@H](CO)NC(=O)C1CCN(c2nc(N3CCOCC3)nc(-n3c(C(F)F)nc4ccccc43)n2)CC1

Standard InChI:  InChI=1S/C24H29F2N9O4/c25-18(26)20-28-15-3-1-2-4-17(15)35(20)24-31-22(30-23(32-24)34-9-11-39-12-10-34)33-7-5-14(6-8-33)21(38)29-16(13-36)19(27)37/h1-4,14,16,18,36H,5-13H2,(H2,27,37)(H,29,38)/t16-/m0/s1

Standard InChI Key:  DBJQFSGRMNBLCL-INIZCTEOSA-N

Molfile:  

 
     RDKit          2D

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   16.5786   -4.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5758   -3.7893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8671   -3.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8647   -2.5668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5692   -2.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.8616   -0.9352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.7051   -4.6889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1578   -5.2958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   14.6589   -7.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9087   -6.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5349   -3.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1420   -3.3426    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.7576   -3.6374    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.4045   -6.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4027   -7.0653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1131   -5.8411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8199   -6.2512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5285   -5.8442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2353   -6.2544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5303   -5.0270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   21.5249   -7.4786    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
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  2 13  1  0
  4 14  1  0
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 18 19  1  0
 19 20  1  0
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 19 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  2  0
 34 38  1  6
 38 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4553967

   ---

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: 545.55

Molecular Weight (Monoisotopic): 545.2311

AlogP: 0.16

#Rotatable Bonds: 8

Polar Surface Area: 164.62

Molecular Species: NEUTRAL

HBA: 11

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.59

CX Basic pKa: 5.91

CX LogP: 1.28

CX LogD: 1.26

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.36

Np Likeness Score: -1.25

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