N-(2'-chloro-5'-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)-2,6-difluorobenzamide

ID: ALA4857063

PubChem CID: 11418465

Max Phase: Preclinical

Molecular Formula: C20H11ClF5NO

Molecular Weight: 411.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(-c2cc(C(F)(F)F)ccc2Cl)cc1)c1c(F)cccc1F

Standard InChI:  InChI=1S/C20H11ClF5NO/c21-15-9-6-12(20(24,25)26)10-14(15)11-4-7-13(8-5-11)27-19(28)18-16(22)2-1-3-17(18)23/h1-10H,(H,27,28)

Standard InChI Key:  OHHIGBIGGBDEJY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   10.5852   -7.8881    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.1785   -7.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7673   -7.8855    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.3193   -5.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6084   -9.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0348   -5.5341    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.8924   -6.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0348   -7.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0348   -8.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8971   -7.1847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8971   -9.6605    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.3193   -6.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3239   -7.1847    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.8971   -8.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6038   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8924   -5.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1773   -8.4205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6038   -7.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0353   -9.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6084   -8.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3239   -9.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0353   -8.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4618   -8.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4618   -7.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7462   -8.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7462   -6.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3239   -8.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4694   -6.7670    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
 19 22  2  0
 24 26  2  0
 14 20  1  0
 26  8  1  0
 16  7  2  0
 14 17  1  0
 20  5  1  0
 22 27  1  0
 23 25  2  0
  5 21  2  0
  4 15  2  0
 12  4  1  0
 20 27  2  0
 14 10  2  0
 25  9  1  0
  8 12  1  0
 15 16  1  0
  4  6  1  0
 17 23  1  0
  7 18  1  0
 23 24  1  0
 21 19  1  0
  8  9  2  0
 12 18  2  0
 27 13  1  0
  5 11  1  0
  7  2  1  0
  2 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857063

   N-[4-[2-chloro-5-(trifluoromethyl)phenyl]phenyl]-2,6-difluorobenzamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 411.76

Molecular Weight (Monoisotopic): 411.0449

AlogP: 6.56

#Rotatable Bonds: 3

Polar Surface Area: 29.10

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.55

CX Basic pKa: ┄

CX LogP: 6.48

CX LogD: 6.48

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.49

Np Likeness Score: -1.56

References

1. Khedkar NR, Irlapatti NR, Dadke D, Kanoje V, Shaikh Z, Karche V, Shinde V, Deshmukh G, Patil A, Jachak S, Phukan S, Kizhakinagath PA, Gholve M, Bhankhede T, Daler J, Nemade HN, Budhe S, Pareek H, Yeshodharan R, Gupta R, Kalia A, Pandey D, Wagh A, Kumar S, Patil V, Modi D, Sharma N, Ahirrao P, Mehta M, Kumar H, Nigade P, Tamane K, Mallurwar S, Kuldharan S, Pawar S, Vishwase G, Bokan S, Singh M, Naik K, Ingawale S, Shankar R, Kamalakannan P, Venugopal S, George SK, Padiya KJ, Nemmani KVS, Gundu J, Bhonde M, Narasimham L, Sindkhedkar M, Shah C, Sinha N, Sharma S, Bakhle D, Kamboj RK, Palle VP..  (2021)  Discovery of a Novel Potent and Selective Calcium Release-Activated Calcium Channel Inhibitor: 2,6-Difluoro-N-(2'-methyl-3'-(4-methyl-5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)-[1,1'-biphenyl]-4-yl)benzamide. Structure-Activity Relationship and Preclinical Characterization.,  64  (23.0): [PMID:34843241] [10.1021/acs.jmedchem.1c01403]

Source

Source(1):

• Scientific Literature