ID: ALA3987106

PubChem CID: 134156448

Max Phase: Preclinical

Molecular Formula: C25H28F3N7O3S

Molecular Weight: 563.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)N1CCCc2cc(ccc2N2CCOCC2)Nc2ncc(C(F)(F)F)c(n2)NCc2cccnc21

Standard InChI:  InChI=1S/C25H28F3N7O3S/c1-39(36,37)35-9-3-5-17-14-19(6-7-21(17)34-10-12-38-13-11-34)32-24-31-16-20(25(26,27)28)22(33-24)30-15-18-4-2-8-29-23(18)35/h2,4,6-8,14,16H,3,5,9-13,15H2,1H3,(H2,30,31,32,33)

Standard InChI Key:  BHHAWDHWFJBPHA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 39 43  0  0  0  0  0  0  0  0999 V2000
   16.4039   -5.5202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6862   -5.9110    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.3834   -6.3372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8313   -1.9439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8302   -2.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5382   -3.1724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2479   -2.7629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2451   -1.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5365   -1.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9485   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5911   -1.1549    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.7479   -1.8296    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.0816   -0.6855    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.9563   -3.1693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3482   -3.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1652   -3.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5517   -4.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3679   -4.6421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7939   -3.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3977   -3.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5827   -3.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1216   -3.1723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1244   -5.3193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4047   -5.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4543   -6.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1146   -3.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4034   -4.3863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3960   -5.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0986   -5.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8099   -5.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8138   -4.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7096   -5.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9899   -5.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0924   -6.4282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3800   -6.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3721   -7.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0750   -8.0615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7874   -7.6593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7970   -6.8396    0.0000 C   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 23  1  0
  5 22  1  0
 23 24  1  0
 23  2  1  0
  2 25  1  0
 22 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 24 32  1  0
 32 33  1  0
 33 30  1  0
 34 35  1  0
 34 39  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 29 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3987106

   ---

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: 563.61

Molecular Weight (Monoisotopic): 563.1926

AlogP: 3.79

#Rotatable Bonds: 2

Polar Surface Area: 112.58

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.64

CX LogP: 3.19

CX LogD: 3.18

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.48

Np Likeness Score: -1.15

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