Ethyl 4-(2-Chloro-N-(2-((2-chlorophenethyl)amino)-1-(1H-indol-3-yl)-2-oxoethyl)acetamido)benzoate

ID: ALA4876863

PubChem CID: 164627471

Max Phase: Preclinical

Molecular Formula: C29H27Cl2N3O4

Molecular Weight: 552.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ccc(N(C(=O)CCl)C(C(=O)NCCc2ccccc2Cl)c2c[nH]c3ccccc23)cc1

Standard InChI:  InChI=1S/C29H27Cl2N3O4/c1-2-38-29(37)20-11-13-21(14-12-20)34(26(35)17-30)27(23-18-33-25-10-6-4-8-22(23)25)28(36)32-16-15-19-7-3-5-9-24(19)31/h3-14,18,27,33H,2,15-17H2,1H3,(H,32,36)

Standard InChI Key:  GLUBVTUCEVVIOO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 38 41  0  0  0  0  0  0  0  0999 V2000
    2.1319  -26.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1307  -26.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8455  -27.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8437  -25.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5591  -26.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5640  -26.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3559  -27.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8405  -26.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3479  -25.7722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6131  -27.8976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0625  -28.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3190  -29.2936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1265  -29.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6771  -28.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4201  -28.0622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9692  -27.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3841  -30.2484    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7691  -29.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2550  -28.3446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4844  -29.0185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7761  -27.6194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3249  -27.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0663  -26.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2538  -26.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7085  -26.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9616  -29.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6145  -25.6037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4225  -25.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9708  -25.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7787  -25.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3548  -24.8207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4117  -30.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6045  -30.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0548  -30.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3122  -31.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1245  -31.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6706  -31.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4788  -31.3005    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
 10 11  1  0
 10 15  1  0
 11 12  1  0
 13 14  1  0
 14 15  1  0
  7 10  1  0
 15 16  1  0
 13 17  1  0
 12 18  1  0
 11 19  2  0
 14 20  2  0
 16 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 16  1  0
 18 26  1  0
 23 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 27 31  2  0
 26 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 32  1  0
 37 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876863

   ---

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: 552.46

Molecular Weight (Monoisotopic): 551.1379

AlogP: 5.67

#Rotatable Bonds: 10

Polar Surface Area: 91.50

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.52

CX LogD: 5.52

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.20

Np Likeness Score: -1.12

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