ID: ALA3939286

PubChem CID: 134149712

Max Phase: Preclinical

Molecular Formula: C28H24F3N7O3S

Molecular Weight: 595.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)N1Cc2cccc(c2)C(=O)N2CCc3cc(ccc32)Nc2ncc(C(F)(F)F)c(n2)NCc2cccnc21

Standard InChI:  InChI=1S/C28H24F3N7O3S/c1-42(40,41)38-16-17-4-2-5-19(12-17)26(39)37-11-9-18-13-21(7-8-23(18)37)35-27-34-15-22(28(29,30)31)24(36-27)33-14-20-6-3-10-32-25(20)38/h2-8,10,12-13,15H,9,11,14,16H2,1H3,(H2,33,34,35,36)

Standard InChI Key:  VTFLNPMNLYUXBL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   19.3470   -8.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3459   -9.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0539   -9.9410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7636   -9.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7608   -8.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0521   -8.3037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4642   -8.2977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1067   -7.9235    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.2636   -8.5982    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.5973   -7.4542    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.4720   -9.9380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8778  -10.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.0988   -9.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6379   -9.9400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6657  -10.7567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.5810  -13.1952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6813  -12.0654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8526  -12.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4509  -12.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2463  -13.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.8178  -14.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4204  -14.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1586  -13.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9473  -14.5620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
  8 10  1  0
  7 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 17 32  1  0
  5 22  1  0
 22 23  1  0
 23 24  2  0
 24 28  1  0
 27 25  1  0
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 26 23  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 27  1  0
 32  2  1  0
 32 33  1  0
  2 34  1  0
 33 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 35  1  0
 31 41  1  0
 41 42  2  0
 41 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3939286

   ---

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: 595.61

Molecular Weight (Monoisotopic): 595.1613

AlogP: 4.73

#Rotatable Bonds: 1

Polar Surface Area: 120.42

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.27

CX Basic pKa: 4.25

CX LogP: 3.56

CX LogD: 3.56

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.32

Np Likeness Score: -0.66

References

1. Farand J, Mai N, Chandrasekhar J, Newby ZE, Van Veldhuizen J, Loyer-Drew J, Venkataramani C, Guerrero J, Kwok A, Li N, Zherebina Y, Wilbert S, Zablocki J, Phillips G, Watkins WJ, Mourey R, Notte GT..  (2016)  Selectivity switch between FAK and Pyk2: Macrocyclization of FAK inhibitors improves Pyk2 potency.,  26  (24): [PMID:27876318] [10.1016/j.bmcl.2016.10.092]

Source

Source(1):

• Scientific Literature