1-(4-(bis(4-chlorophenyl)methyl)piperazin-1-yl)prop-2-en-1-one

ID: ALA4744602

PubChem CID: 162647519

Max Phase: Preclinical

Molecular Formula: C20H20Cl2N2O

Molecular Weight: 375.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)N1CCN(C(c2ccc(Cl)cc2)c2ccc(Cl)cc2)CC1

Standard InChI:  InChI=1S/C20H20Cl2N2O/c1-2-19(25)23-11-13-24(14-12-23)20(15-3-7-17(21)8-4-15)16-5-9-18(22)10-6-16/h2-10,20H,1,11-14H2

Standard InChI Key:  RMEFUKDYHUBEOC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   16.9522  -26.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5377  -25.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5377  -26.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9541  -24.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5402  -23.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7143  -23.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3040  -24.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7162  -25.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7136  -26.7812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3032  -27.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7137  -28.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5430  -28.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9537  -27.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3029  -23.2117    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.3042  -28.9229    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.7773  -26.0689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1878  -26.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1878  -25.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0128  -25.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4273  -26.0689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2523  -26.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0128  -26.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6628  -25.3539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6628  -26.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4837  -26.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  2  1  0
  3  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  3  1  0
  6 14  1  0
 11 15  1  0
  1 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 17 22  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 21 23  2  0
 21 24  1  0
 24 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744602

   ---

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: 375.30

Molecular Weight (Monoisotopic): 374.0953

AlogP: 4.41

#Rotatable Bonds: 4

Polar Surface Area: 23.55

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.62

CX LogP: 4.74

CX LogD: 4.73

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -0.82

References

1. Eaton JK,Furst L,Cai LL,Viswanathan VS,Schreiber SL.  (2020)  Structure-activity relationships of GPX4 inhibitor warheads.,  30  (23.0): [PMID:32920142] [10.1016/j.bmcl.2020.127538]

Source

Source(1):

• Scientific Literature