ID: ALA3949755

PubChem CID: 134147409

Max Phase: Preclinical

Molecular Formula: C21H21F3N6O2S

Molecular Weight: 478.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)N1CCCc2cccc(c2)Nc2ncc(C(F)(F)F)c(n2)NCc2cccnc21

Standard InChI:  InChI=1S/C21H21F3N6O2S/c1-33(31,32)30-10-4-6-14-5-2-8-16(11-14)28-20-27-13-17(21(22,23)24)18(29-20)26-12-15-7-3-9-25-19(15)30/h2-3,5,7-9,11,13H,4,6,10,12H2,1H3,(H2,26,27,28,29)

Standard InChI Key:  BGNMLKFHDPQLLJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
    7.2126   -6.2838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4949   -6.6745    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.1921   -7.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6400   -2.7074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6389   -3.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3469   -3.9359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0566   -3.5265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0537   -2.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3451   -2.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7572   -2.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3997   -1.9184    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.5566   -2.5931    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.8903   -1.4491    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.7650   -3.9329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1569   -4.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9738   -4.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3604   -5.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1766   -5.4057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6025   -4.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2063   -3.9877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3914   -3.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9303   -3.9358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9331   -6.0828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2134   -6.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2630   -7.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -4.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2120   -5.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2047   -5.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9072   -6.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6186   -5.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6224   -5.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5183   -6.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7986   -6.4273    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
M  END

Alternative Forms

1. Parent:

   

   ALA3949755

   ---

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: 478.50

Molecular Weight (Monoisotopic): 478.1399

AlogP: 3.96

#Rotatable Bonds: 1

Polar Surface Area: 100.11

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.36

CX Basic pKa: 4.27

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.55

Np Likeness Score: -0.36

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