rac-4-(1-(5,8-difluoroquinolin-4-yl)-2-methyl-4-(4H-1,2,4-triazol-3-yl)-1H-benzo[d]imidazol-6-yl)-3-fluoro-N-methylpyridin-2-amine

ID: ALA4636419

PubChem CID: 134372957

Max Phase: Preclinical

Molecular Formula: C25H17F3N8

Molecular Weight: 486.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1nccc(-c2cc(-c3nnc[nH]3)c3nc(C)n(-c4ccnc5c(F)ccc(F)c45)c3c2)c1F

Standard InChI:  InChI=1S/C25H17F3N8/c1-12-34-22-15(24-32-11-33-35-24)9-13(14-5-7-31-25(29-2)21(14)28)10-19(22)36(12)18-6-8-30-23-17(27)4-3-16(26)20(18)23/h3-11H,1-2H3,(H,29,31)(H,32,33,35)

Standard InChI Key:  MXSPHGKHZVCALT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.2086   -4.1931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9245   -4.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9227   -2.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6392   -3.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6399   -4.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3564   -4.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.3577   -5.4196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6899   -5.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9496   -6.6931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   33.2849   -8.3437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2851   -9.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0707   -9.4231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5574   -8.7542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8666   -5.9045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1871   -6.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7357   -6.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5378   -6.5999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7888   -5.8167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2314   -5.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4315   -5.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0899   -7.2082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4833   -7.5557    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.8392   -7.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  7 13  1  0
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 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 30 34  1  0
 29 35  1  0
 34 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4636419

   ---

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: 486.46

Molecular Weight (Monoisotopic): 486.1528

AlogP: 5.19

#Rotatable Bonds: 4

Polar Surface Area: 97.20

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.53

CX Basic pKa: 4.98

CX LogP: 3.29

CX LogD: 3.29

Aromatic Rings: 6

Heavy Atoms: 36

QED Weighted: 0.36

Np Likeness Score: -0.92

References

1. Perreault S, Arjmand F, Chandrasekhar J, Hao J, Keegan KS, Koditek D, Lepist EI, Matson CK, McGrath ME, Patel L, Sedillo K, Therrien J, Till NA, Tomkinson A, Treiberg J, Zherebina Y, Phillips G..  (2020)  Discovery of an Atropisomeric PI3Kβ Selective Inhibitor through Optimization of the Hinge Binding Motif.,  11  (6): [PMID:32551006] [10.1021/acsmedchemlett.0c00095]

Source

Source(1):

• Scientific Literature