4-(4-chloro-3-(trifluoromethyl)phenyl)-1-(2-iodobenzyl)piperidin-4-ol

ID: ALA5290766

Max Phase: Preclinical

Molecular Formula: C19H18ClF3INO

Molecular Weight: 495.71

Names and Identifiers

Canonical SMILES:  OC1(c2ccc(Cl)c(C(F)(F)F)c2)CCN(Cc2ccccc2I)CC1

Standard InChI:  InChI=1S/C19H18ClF3INO/c20-16-6-5-14(11-15(16)19(21,22)23)18(26)7-9-25(10-8-18)12-13-3-1-2-4-17(13)24/h1-6,11,26H,7-10,12H2

Standard InChI Key:  CKPKTVLRGMNACX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    3.2986    1.4260    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8862    0.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7111    0.7115    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.4736    1.4260    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.4736   -0.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8853   -0.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7104   -0.7128    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4773   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6491   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2369   -0.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4119   -0.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8243   -0.0001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0005   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8255   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2379   -0.7146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0630   -0.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4754   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0612    0.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2362    0.7174    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4776    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2985    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7111    0.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3005   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8255   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0005   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6487   -0.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  2  4  1  0
  5  2  1  0
  6  5  1  0
  6  7  1  0
  8  6  2  0
  9  8  1  0
 10  9  2  0
 11 10  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 17  2  0
 15 24  1  0
 24 25  1  0
 11 25  1  0
  5 26  2  0
 26 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5290766

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 495.71

Molecular Weight (Monoisotopic): 495.0074

AlogP: 5.45

#Rotatable Bonds: 3

Polar Surface Area: 23.47

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.90

CX Basic pKa: 7.21

CX LogP: 5.29

CX LogD: 5.08

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.57

Np Likeness Score: -1.03

References

1. Kumar G, Kapoor S..  (2023)  Targeting mycobacterial membranes and membrane proteins: Progress and limitations.,  81  [PMID:36804747] [10.1016/j.bmc.2023.117212]

Source

Source(1):

• Scientific Literature