ethyl 4-(1-(2,4-dichlorobenzyl)-4,7-dimethoxy-1H-indol-3-yl)-2-hydroxy-4-oxobut-2-enoate

ID: ALA2298797

PubChem CID: 76327809

Max Phase: Preclinical

Molecular Formula: C23H21Cl2NO6

Molecular Weight: 478.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)/C(O)=C/C(=O)c1cn(Cc2ccc(Cl)cc2Cl)c2c(OC)ccc(OC)c12

Standard InChI:  InChI=1S/C23H21Cl2NO6/c1-4-32-23(29)18(28)10-17(27)15-12-26(11-13-5-6-14(24)9-16(13)25)22-20(31-3)8-7-19(30-2)21(15)22/h5-10,12,28H,4,11H2,1-3H3/b18-10-

Standard InChI Key:  DEHSYPCLTKWFEN-ZDLGFXPLSA-N

Molfile:  

     RDKit          2D

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   20.5701  -11.4511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   21.3288   -9.4342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6305   -9.0096    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.4633   -9.0807    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.7291  -15.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9841  -16.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0862  -13.7546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3796  -14.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0798  -10.4829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7863  -10.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  4 31  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2298797

   ethyl (Z)-4-[1-[(2,4-dichlorophenyl)methyl]-4,7-dimethoxyindol-3-yl]-4-hydroxy-2-oxobut-3-enoate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 478.33

Molecular Weight (Monoisotopic): 477.0746

AlogP: 5.20

#Rotatable Bonds: 8

Polar Surface Area: 86.99

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.23

CX Basic pKa: ┄

CX LogP: 4.87

CX LogD: 4.87

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.21

Np Likeness Score: -0.59

References

1. Kashid AM, Dube PN, Alkutkar PG, Bothara KG, Mokale SN, Dhawale SC.  (2013)  Synthesis, biological screening and ADME prediction of benzylindole derivatives as novel anti-HIV-1, anti-fungal and anti-bacterial agents,  22  (10): [10.1007/s00044-012-0463-6]

Source

Source(1):

• Scientific Literature