US9062048, 170

ID: ALA3659054

PubChem CID: 54770392

Max Phase: Preclinical

Molecular Formula: C25H31F5N4O2

Molecular Weight: 514.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(O)[C@H]1CC[C@@H](N2CC(NC(=O)CNc3nccc4ccc(C(F)(F)C(F)(F)F)cc34)C2)CC1

Standard InChI:  InChI=1S/C25H31F5N4O2/c1-2-21(35)16-4-7-19(8-5-16)34-13-18(14-34)33-22(36)12-32-23-20-11-17(24(26,27)25(28,29)30)6-3-15(20)9-10-31-23/h3,6,9-11,16,18-19,21,35H,2,4-5,7-8,12-14H2,1H3,(H,31,32)(H,33,36)/t16-,19+,21?

Standard InChI Key:  GTWCIZBJSHIPBT-DSENVFOLSA-N

Molfile:  

     RDKit          2D

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   -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
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 19 20  1  0
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 24 25  2  0
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 26 27  2  0
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 29 20  1  0
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 27 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3659054

   N-[1-[4-(1-hydroxypropyl)cyclohexyl]azetidin-3-yl]-2-[[7-(1,1,2,2,2-pentafluoroethyl)isoquinolin-1-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: 514.54

Molecular Weight (Monoisotopic): 514.2367

AlogP: 4.43

#Rotatable Bonds: 8

Polar Surface Area: 77.49

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.09

CX Basic pKa: 7.60

CX LogP: 3.86

CX LogD: 3.40

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.45

Np Likeness Score: -0.68

References

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

Source

Source(1):

• BindingDB Database