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

ID: ALA4870519

PubChem CID: 164621121

Max Phase: Preclinical

Molecular Formula: C24H24ClN3O4

Molecular Weight: 453.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CCNC(=O)C(c1c[nH]c2ccccc12)N(C(=O)CCl)c1ccc(C(=O)OCC)cc1

Standard InChI:  InChI=1S/C24H24ClN3O4/c1-3-13-26-23(30)22(19-15-27-20-8-6-5-7-18(19)20)28(21(29)14-25)17-11-9-16(10-12-17)24(31)32-4-2/h3,5-12,15,22,27H,1,4,13-14H2,2H3,(H,26,30)

Standard InChI Key:  JVEFTAPXVYOINS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   32.6669  -15.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6657  -15.9594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3805  -16.3723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3787  -14.7194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0940  -15.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0988  -15.9594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8907  -16.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3752  -15.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8828  -14.8672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1480  -16.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5974  -17.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8539  -18.3883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6613  -18.5595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2118  -17.9438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9550  -17.1571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.5040  -16.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9189  -19.3431    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   34.3041  -19.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7899  -17.4393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.0192  -18.1134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3107  -16.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8596  -16.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6009  -15.3151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7885  -15.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2433  -15.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4965  -18.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1492  -14.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9572  -14.8653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.5053  -14.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3133  -14.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8894  -13.9158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9466  -19.4495    0.0000 C   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
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 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  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4870519

   ---

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: 453.93

Molecular Weight (Monoisotopic): 453.1455

AlogP: 3.96

#Rotatable Bonds: 9

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: 3.63

CX LogD: 3.63

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.29

Np Likeness Score: -1.01

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