US9062048, 157::US9062048, 158

ID: ALA3659047

PubChem CID: 70642316

Max Phase: Preclinical

Molecular Formula: C24H32F3N5O2

Molecular Weight: 479.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C(O)[C@H]1CC[C@@H](N2CC(NC(=O)CNc3cnnc4ccc(C(F)(F)F)cc34)C2)CC1

Standard InChI:  InChI=1S/C24H32F3N5O2/c1-14(2)23(34)15-3-6-18(7-4-15)32-12-17(13-32)30-22(33)11-28-21-10-29-31-20-8-5-16(9-19(20)21)24(25,26)27/h5,8-10,14-15,17-18,23,34H,3-4,6-7,11-13H2,1-2H3,(H,28,31)(H,30,33)/t15-,18+,23?

Standard InChI Key:  MSDOCMXIVWDCEE-GXVSMUBLSA-N

Molfile:  

     RDKit          2D

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   14.0170   -7.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8844   -8.0800    0.0000 C   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
   15.4282   -5.8126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.6046   -4.7511    0.0000 C   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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 N   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
  1  2  1  0
  2  3  1  0
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  4  5  1  0
  6  4  1  1
  6  7  1  0
  7  8  1  0
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  9 10  1  0
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  9 12  1  1
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 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  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 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 21  1  0
 30 25  1  0
 28 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3659047

   N-[1-[4-(1-hydroxy-2-methylpropyl)cyclohexyl]azetidin-3-yl]-2-[[6-(trifluoromethyl)cinnolin-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: 479.55

Molecular Weight (Monoisotopic): 479.2508

AlogP: 3.44

#Rotatable Bonds: 7

Polar Surface Area: 90.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.57

CX Basic pKa: 7.55

CX LogP: 2.33

CX LogD: 1.94

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.56

Np Likeness Score: -1.20

References

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

Source

Source(1):

• BindingDB Database