1-(2,6-Difluorophenyl)-3-(5-(5-(5,5-dimethyl-4-oxo-4,5-dihydroisoxazol-3-yl)-2-methylphenyl)pyrazin-2-yl)urea

ID: ALA4861030

PubChem CID: 164616569

Max Phase: Preclinical

Molecular Formula: C23H19F2N5O3

Molecular Weight: 451.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C2=NOC(C)(C)C2=O)cc1-c1cnc(NC(=O)Nc2c(F)cccc2F)cn1

Standard InChI:  InChI=1S/C23H19F2N5O3/c1-12-7-8-13(19-21(31)23(2,3)33-30-19)9-14(12)17-10-27-18(11-26-17)28-22(32)29-20-15(24)5-4-6-16(20)25/h4-11H,1-3H3,(H2,27,28,29,32)

Standard InChI Key:  ZZAGUZPJLZUHOL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   14.7524   -7.6677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0474   -8.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0474   -8.8934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3383   -7.6677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6333   -8.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6333   -8.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9242   -7.6677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9242   -9.3020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2152   -8.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2152   -8.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5061   -9.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8011   -8.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0920   -9.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0920  -10.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8011  -10.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5061  -10.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8011   -8.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2097  -12.6024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4602  -11.8252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8011  -11.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1378  -11.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3925  -12.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3606  -11.5705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5941  -12.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4765  -13.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4614   -8.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1705   -7.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8796   -8.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8796   -8.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1705   -9.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4614   -8.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7523   -9.3020    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.1705   -6.8505    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  5  6  1  0
  5  7  2  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  7 10  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
 12 17  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 18 22  1  0
 21 23  2  0
 22 24  1  0
 22 25  1  0
 15 20  1  0
  9 11  1  0
  4  5  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 26 31  2  0
 31 32  1  0
 27 33  1  0
  1 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4861030

   ---

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: 451.43

Molecular Weight (Monoisotopic): 451.1456

AlogP: 4.46

#Rotatable Bonds: 4

Polar Surface Area: 105.57

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.49

CX Basic pKa: ┄

CX LogP: 5.05

CX LogD: 5.04

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.61

Np Likeness Score: -0.98

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