US9062048, 161::US9062048, 162

ID: ALA3659049

PubChem CID: 54770175

Max Phase: Preclinical

Molecular Formula: C23H25F3N6O2S

Molecular Weight: 506.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CNc1ncnc2ccc(C(F)(F)F)cc12)N[C@H]1C[C@@H](N2CCC(O)(c3cncs3)CC2)C1

Standard InChI:  InChI=1S/C23H25F3N6O2S/c24-23(25,26)14-1-2-18-17(7-14)21(30-12-29-18)28-11-20(33)31-15-8-16(9-15)32-5-3-22(34,4-6-32)19-10-27-13-35-19/h1-2,7,10,12-13,15-16,34H,3-6,8-9,11H2,(H,31,33)(H,28,29,30)/t15-,16+

Standard InChI Key:  LCOOFJGNYNCBNF-IYBDPMFKSA-N

Molfile:  

     RDKit          2D

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   13.4346   -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 N   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
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    6.4990   -0.7409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2024   -2.6932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    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
   12.8515   -6.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8605   -7.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1114   -9.0702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6440   -8.7593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4861   -7.2677    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
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 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 17  1  0
 26 21  1  0
 24 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
  2 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3659049

   N-[3-[4-hydroxy-4-(1,3-thiazol-5-yl)piperidin-1-yl]cyclobutyl]-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: 506.55

Molecular Weight (Monoisotopic): 506.1712

AlogP: 3.15

#Rotatable Bonds: 6

Polar Surface Area: 103.27

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.18

CX Basic pKa: 7.58

CX LogP: 1.11

CX LogD: 0.71

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.47

Np Likeness Score: -1.27

References

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

Source

Source(1):

• BindingDB Database