Ethyl 4-(N-(2-(tert-Butylamino)-1-(1H-indol-3-yl)-2-oxoethyl)-2-chloroacetamido)benzoate

ID: ALA4864795

PubChem CID: 164624529

Max Phase: Preclinical

Molecular Formula: C25H28ClN3O4

Molecular Weight: 469.97

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ccc(N(C(=O)CCl)C(C(=O)NC(C)(C)C)c2c[nH]c3ccccc23)cc1

Standard InChI:  InChI=1S/C25H28ClN3O4/c1-5-33-24(32)16-10-12-17(13-11-16)29(21(30)14-26)22(23(31)28-25(2,3)4)19-15-27-20-9-7-6-8-18(19)20/h6-13,15,22,27H,5,14H2,1-4H3,(H,28,31)

Standard InChI Key:  PIGQCRPMMZIUJA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
   35.8941   -6.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3109   -5.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0973   -6.7340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6762   -2.0666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6749   -2.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3898   -3.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3880   -1.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1033   -2.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1081   -2.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9000   -3.1461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3846   -2.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8921   -1.8016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1573   -3.9269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6067   -4.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8633   -5.3228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6707   -5.4939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2211   -4.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9643   -4.0915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.5134   -3.4758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9282   -6.2776    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   34.7992   -4.3738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.0286   -5.0478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.3201   -3.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8690   -3.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6103   -2.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7979   -2.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2526   -2.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5058   -5.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1586   -1.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9666   -1.7996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.5148   -1.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3228   -1.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8988   -0.8501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 16 17  1  0
 17 18  1  0
 10 13  1  0
 18 19  1  0
 16 20  1  0
 15  2  1  0
 14 21  2  0
 17 22  2  0
 19 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 19  1  0
  2 28  1  0
 25 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 29 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4864795

   ---

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: 469.97

Molecular Weight (Monoisotopic): 469.1768

AlogP: 4.57

#Rotatable Bonds: 7

Polar Surface Area: 91.50

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.96

CX LogD: 3.96

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.39

Np Likeness Score: -1.05

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