US9062048, 35

ID: ALA3704054

PubChem CID: 88547545

Max Phase: Preclinical

Molecular Formula: C24H25F10N5O2

Molecular Weight: 605.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CNc1ncnc2ccc(C(F)(F)F)cc12)NC1CN([C@H]2CC[C@@H](C(O)C(F)(F)C(F)(F)C(F)(F)F)CC2)C1

Standard InChI:  InChI=1S/C24H25F10N5O2/c25-21(26,23(30,31)24(32,33)34)19(41)12-1-4-15(5-2-12)39-9-14(10-39)38-18(40)8-35-20-16-7-13(22(27,28)29)3-6-17(16)36-11-37-20/h3,6-7,11-12,14-15,19,41H,1-2,4-5,8-10H2,(H,38,40)(H,35,36,37)/t12-,15+,19?

Standard InChI Key:  VCUGVUZITXNWHB-ZHDLXYNCSA-N

Molfile:  

     RDKit          2D

 41 44  0  0  1  0  0  0  0  0999 V2000
   15.4282   -5.8126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2956   -6.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1583   -5.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4345   -3.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2959   -2.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8923   -3.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6046   -4.7511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7433   -5.7275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5926   -2.5235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2044   -1.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8003   -1.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1437   -2.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4990   -0.7409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2003   -1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2024   -2.6932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990   -0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -1.4977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -5.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3379   -5.8515    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2596   -5.8505    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2984   -6.4508    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.0170   -7.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1073   -6.9011    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.8844   -8.0800    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.1543   -8.6630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3776   -7.4839    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.2870   -8.2666    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.8758  -10.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7851  -10.9208    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.6525  -11.3168    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.7431  -10.5341    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  1
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  3  1  0
  6  9  1  1
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  9  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 18  1  0
 27 22  1  0
 25 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
  2 32  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
 35 36  1  0
 35 37  1  0
 35 38  1  0
 38 39  1  0
 38 40  1  0
 38 41  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3704054

   N-[1-[4-(2,2,3,3,4,4,4-heptafluoro-1-hydroxybutyl)cyclohexyl]azetidin-3-yl]-2-[[6-(trifluoromethyl)quinazolin-4-yl]amino]acetamide

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: 605.48

Molecular Weight (Monoisotopic): 605.1849

AlogP: 4.61

#Rotatable Bonds: 8

Polar Surface Area: 90.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.19

CX Basic pKa: 7.54

CX LogP: 4.32

CX LogD: 3.94

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.38

Np Likeness Score: -0.99

References

1.  (2015)  Cyclohexyl-azetidinyl antagonists of CCR2, 

Source

Source(1):

• BindingDB Database