4-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)-N-(2-(pyridin-4-yl)ethyl)piperazine-1-carboxamide

ID: ALA4858853

PubChem CID: 164614845

Max Phase: Preclinical

Molecular Formula: C28H28ClN5O2

Molecular Weight: 502.02

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCCc1ccncc1)N1CCN(C(=O)c2cc3ccccc3n2Cc2ccc(Cl)cc2)CC1

Standard InChI:  InChI=1S/C28H28ClN5O2/c29-24-7-5-22(6-8-24)20-34-25-4-2-1-3-23(25)19-26(34)27(35)32-15-17-33(18-16-32)28(36)31-14-11-21-9-12-30-13-10-21/h1-10,12-13,19H,11,14-18,20H2,(H,31,36)

Standard InChI Key:  QQTJCLORSLLVSR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   28.7642  -19.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4764  -19.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1902  -19.4658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1874  -18.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4746  -18.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9027  -19.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9039  -20.6988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3181  -21.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5734  -21.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4967  -21.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2452  -21.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4468  -21.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9032  -21.6231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1595  -22.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9573  -22.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0534  -18.2342    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   32.3538  -20.9211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5207  -20.1170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9631  -21.4698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7917  -22.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4011  -22.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1832  -22.5615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3522  -21.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7393  -21.2038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7945  -23.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6245  -23.9160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.5759  -22.8560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1831  -23.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9644  -23.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5758  -23.7056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4020  -24.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0126  -25.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7949  -24.8007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.9632  -23.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3513  -23.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8 12  1  0
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  9 10  2  0
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 12 13  1  0
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 14 15  1  0
 15 16  2  0
 16 11  1  0
  1 17  1  0
 10 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 20 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4858853

   ---

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: 502.02

Molecular Weight (Monoisotopic): 501.1932

AlogP: 4.45

#Rotatable Bonds: 6

Polar Surface Area: 70.47

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.05

CX LogP: 3.60

CX LogD: 3.60

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.42

Np Likeness Score: -1.53

References

1. Barraza SJ, Sindac JA, Dobry CJ, Delekta PC, Lee PH, Miller DJ, Larsen SD..  (2021)  Synthesis and biological activity of conformationally restricted indole-based inhibitors of neurotropic alphavirus replication: Generation of a three-dimensional pharmacophore.,  46  [PMID:34098081] [10.1016/j.bmcl.2021.128171]

Source

Source(1):

• Scientific Literature