N-(1-(1H-indol-3-yl)-2-oxo-2-(phenethylamino)ethyl)-2-chloro-N-(4-fluorophenyl)acetamide

ID: ALA4858640

PubChem CID: 164613124

Max Phase: Preclinical

Molecular Formula: C26H23ClFN3O2

Molecular Weight: 463.94

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCCc1ccccc1)C(c1c[nH]c2ccccc12)N(C(=O)CCl)c1ccc(F)cc1

Standard InChI:  InChI=1S/C26H23ClFN3O2/c27-16-24(32)31(20-12-10-19(28)11-13-20)25(22-17-30-23-9-5-4-8-21(22)23)26(33)29-15-14-18-6-2-1-3-7-18/h1-13,17,25,30H,14-16H2,(H,29,33)

Standard InChI Key:  VKEOLBDRONMRRH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   23.2736  -13.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2724  -14.7831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9871  -15.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9853  -13.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7006  -13.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.4971  -15.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9817  -14.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4893  -13.6908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7545  -15.8159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2039  -16.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4604  -17.2117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2678  -17.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8182  -16.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5613  -15.9805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1103  -15.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5253  -18.1664    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.9106  -17.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3966  -16.2628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6255  -16.9367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9171  -15.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4657  -14.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2072  -14.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3949  -13.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8496  -14.5890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1032  -17.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5533  -18.2728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7462  -18.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1967  -18.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4541  -19.5008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2662  -19.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8123  -19.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7553  -13.5225    0.0000 F   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
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  7 10  1  0
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 11 19  2  0
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 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 23 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4858640

   ---

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: 463.94

Molecular Weight (Monoisotopic): 463.1463

AlogP: 4.98

#Rotatable Bonds: 8

Polar Surface Area: 65.20

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.70

CX LogD: 4.70

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.36

Np Likeness Score: -1.14

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