US9062048, 22

ID: ALA3704041

PubChem CID: 68004004

Max Phase: Preclinical

Molecular Formula: C23H27F3N6O3

Molecular Weight: 492.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CNc1ncnc2ccc(C(F)(F)F)cc12)NC1CN([C@H]2CC[C@@H](C3CNC(=O)O3)CC2)C1

Standard InChI:  InChI=1S/C23H27F3N6O3/c24-23(25,26)14-3-6-18-17(7-14)21(30-12-29-18)27-9-20(33)31-15-10-32(11-15)16-4-1-13(2-5-16)19-8-28-22(34)35-19/h3,6-7,12-13,15-16,19H,1-2,4-5,8-11H2,(H,28,34)(H,31,33)(H,27,29,30)/t13-,16+,19?

Standard InChI Key:  VCDLTPHTOBRAES-CNWIXYDXSA-N

Molfile:  

     RDKit          2D

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 22 23  1  0
 23 24  1  0
 24 25  1  0
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 26 27  1  0
 27 22  1  0
 25 28  1  1
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 28  1  0
 12 34  1  0
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 34 35  2  0
 35  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3704041

   N-[1-[4-(2-oxo-1,3-oxazolidin-5-yl)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: 492.50

Molecular Weight (Monoisotopic): 492.2097

AlogP: 2.53

#Rotatable Bonds: 6

Polar Surface Area: 108.48

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.16

CX Basic pKa: 7.54

CX LogP: 2.12

CX LogD: 1.74

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.57

Np Likeness Score: -0.80

References

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

Source

Source(1):

• BindingDB Database