1-(4-benzoyl-2-methylpiperazin-1-yl)-2-(4,6-dimethoxy-1H-indol-2-yl)ethane-1,2-dione

ID: ALA4558838

PubChem CID: 155557521

Max Phase: Preclinical

Molecular Formula: C24H25N3O5

Molecular Weight: 435.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c2cc(C(=O)C(=O)N3CCN(C(=O)c4ccccc4)CC3C)[nH]c2c1

Standard InChI:  InChI=1S/C24H25N3O5/c1-15-14-26(23(29)16-7-5-4-6-8-16)9-10-27(15)24(30)22(28)20-13-18-19(25-20)11-17(31-2)12-21(18)32-3/h4-8,11-13,15,25H,9-10,14H2,1-3H3

Standard InChI Key:  HYXRLRJJRUFSHQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    7.8706  -16.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8706  -16.9134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5759  -17.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.9901  -15.6897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6966  -16.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9925  -14.8725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6926  -16.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3983  -17.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1082  -16.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1080  -16.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1635  -17.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4552  -16.9154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1647  -18.1402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4540  -16.0982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7481  -17.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0028  -16.9982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655  -18.1423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8665  -18.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4592  -17.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6452  -17.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2374  -18.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6497  -19.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4624  -19.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5759  -18.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2364  -16.8991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6449  -16.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2441  -19.7303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4269  -19.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  2  0
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 12 13  1  0
 13 14  2  0
 14  8  1  0
  2 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  2  0
 16 19  1  0
 19 20  2  0
 20 23  1  0
 22 21  1  0
 21 19  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
  3 28  1  0
 24 29  1  0
 29 30  1  0
 26 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4558838

   ---

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: 435.48

Molecular Weight (Monoisotopic): 435.1794

AlogP: 2.74

#Rotatable Bonds: 5

Polar Surface Area: 91.94

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.56

CX Basic pKa: ┄

CX LogP: 2.18

CX LogD: 2.18

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.49

Np Likeness Score: -0.90

References

1. Wang T, Wallace OB, Zhang Z, Fang H, Yang Z, Robinson BA, Spicer TP, Gong YF, Blair WS, Shi PY, Lin PF, Deshpande M, Meanwell NA, Kadow JF..  (2019)  A survey of core replacements in indole-based HIV-1 attachment inhibitors.,  29  (11): [PMID:30940396] [10.1016/j.bmcl.2019.03.018]

Source

Source(1):

• Scientific Literature