N-[4-(2-Adamantan-1-yl-acetylamino)-butyl]-2-[2,3-dichloro-4-(2-methylene-butyryl)-phenoxy]-acetamide

ID: ALA4753814

PubChem CID: 162653460

Max Phase: Preclinical

Molecular Formula: C29H38Cl2N2O4

Molecular Weight: 549.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(CC)C(=O)c1ccc(OCC(=O)NCCCCNC(=O)CC23CC4CC(CC(C4)C2)C3)c(Cl)c1Cl

Standard InChI:  InChI=1S/C29H38Cl2N2O4/c1-3-18(2)28(36)22-6-7-23(27(31)26(22)30)37-17-25(35)33-9-5-4-8-32-24(34)16-29-13-19-10-20(14-29)12-21(11-19)15-29/h6-7,19-21H,2-5,8-17H2,1H3,(H,32,34)(H,33,35)

Standard InChI Key:  ZHSWWGFLLWIDIW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   39.7806   -3.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.7021   -3.6402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   32.1217   -3.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8330   -3.2247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1227   -4.4596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8572   -3.6354    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.2765   -4.4584    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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   35.6638   -3.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3728   -3.6221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   37.0766   -2.3941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 35 36  1  0
 36  8  1  0
 35 37  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4753814

   ---

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: 549.54

Molecular Weight (Monoisotopic): 548.2209

AlogP: 6.14

#Rotatable Bonds: 13

Polar Surface Area: 84.50

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.21

CX LogD: 5.21

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.18

Np Likeness Score: -0.37

References

1. Li X,Lü Z,Wang C,Li K,Xu F,Xu P,Niu Y.  (2021)  Induction of Apoptosis in Cancer Cells by Glutathione Transferase Inhibitor Mediated Hydrophobic Tagging Molecules.,  12  (5.0): [PMID:34055217] [10.1021/acsmedchemlett.0c00627]

2. Yang, Xinmei X and 10 more authors.  2010-02-11  Novel oxadiazole analogues derived from ethacrynic acid: design, synthesis, and structure-activity relationships in inhibiting the activity of glutathione S-transferase P1-1 and cancer cell proliferation.  [PMID:20055416]

Source

Source(1):

• Scientific Literature