Ethyl 4-(2-Chloro-N-(1-(1-methyl-1H-pyrazol-5-yl)-2-oxo-2-(phenethylamino)ethyl)acetamido)benzoate

ID: ALA4858099

PubChem CID: 164611949

Max Phase: Preclinical

Molecular Formula: C25H27ClN4O4

Molecular Weight: 482.97

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ccc(N(C(=O)CCl)C(C(=O)NCCc2ccccc2)c2ccnn2C)cc1

Standard InChI:  InChI=1S/C25H27ClN4O4/c1-3-34-25(33)19-9-11-20(12-10-19)30(22(31)17-26)23(21-14-16-28-29(21)2)24(32)27-15-13-18-7-5-4-6-8-18/h4-12,14,16,23H,3,13,15,17H2,1-2H3,(H,27,32)

Standard InChI Key:  WYWOTAKXCRPYAF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
   33.5117   -3.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5166   -3.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3084   -4.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7930   -3.4292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3005   -2.7598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5656   -4.8852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0152   -5.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2717   -6.2812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0791   -6.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6296   -5.8366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3727   -5.0498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9218   -4.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3366   -7.2359    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.7217   -6.8960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2076   -5.3321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4370   -6.0061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.7285   -4.6071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2773   -3.9921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0187   -3.2078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2063   -3.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6611   -3.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9142   -6.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5670   -2.5914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3750   -2.7580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.9232   -2.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7312   -2.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3073   -1.8083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3643   -7.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5571   -7.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0074   -7.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2650   -8.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0771   -8.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6232   -8.1220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5000   -2.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  1  2  0
  6  7  1  0
  6 11  1  0
  7  8  1  0
  9 10  1  0
 10 11  1  0
  3  6  1  0
 11 12  1  0
  9 13  1  0
  8 14  1  0
  7 15  2  0
 10 16  2  0
 12 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 12  1  0
 14 22  1  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 23 27  2  0
 22 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
  4 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4858099

   ---

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: 482.97

Molecular Weight (Monoisotopic): 482.1721

AlogP: 3.27

#Rotatable Bonds: 10

Polar Surface Area: 93.53

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.03

CX LogP: 3.16

CX LogD: 3.16

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.35

Np Likeness Score: -1.31

References

1. Xu C, Xiao Z, Wang J, Lai H, Zhang T, Guan Z, Xia M, Chen M, Ren L, He Y, Gao Y, Zhao C..  (2021)  Discovery of a Potent Glutathione Peroxidase 4 Inhibitor as a Selective Ferroptosis Inducer.,  64  (18.0): [PMID:34506134] [10.1021/acs.jmedchem.1c00569]

Source

Source(1):

• Scientific Literature