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

ID: ALA4878595

PubChem CID: 164626660

Max Phase: Preclinical

Molecular Formula: C30H31ClN4O2

Molecular Weight: 515.06

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C(=O)NCCc2ccncc2)CCN(C(=O)c2cc3ccccc3n2Cc2ccc(Cl)cc2)CC1

Standard InChI:  InChI=1S/C30H31ClN4O2/c1-30(29(37)33-17-12-22-10-15-32-16-11-22)13-18-34(19-14-30)28(36)27-20-24-4-2-3-5-26(24)35(27)21-23-6-8-25(31)9-7-23/h2-11,15-16,20H,12-14,17-19,21H2,1H3,(H,33,37)

Standard InChI Key:  GSRZSMRNPQIDEK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 37 41  0  0  0  0  0  0  0  0999 V2000
   16.3794  -27.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3783  -28.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0939  -28.6131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8111  -28.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8082  -27.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0921  -26.9596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5269  -28.6112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5282  -29.4365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9443  -30.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2010  -29.9165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1191  -30.7032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8663  -29.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0640  -29.7531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5179  -30.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7754  -31.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5770  -31.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6641  -26.9600    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.9850  -29.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1528  -28.8520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5972  -30.2112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4250  -31.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0374  -31.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8232  -31.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9931  -30.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3773  -29.9439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4375  -31.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2667  -32.6691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2226  -31.6040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8328  -32.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6178  -31.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2322  -32.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0575  -33.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6710  -33.8116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4571  -33.5581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6262  -32.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0114  -32.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4029  -32.0193    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
 11  9  1  0
  9 10  2  0
 10  8  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 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
 23 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878595

   ---

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: 515.06

Molecular Weight (Monoisotopic): 514.2136

AlogP: 5.34

#Rotatable Bonds: 7

Polar Surface Area: 67.23

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 5.05

CX LogP: 4.68

CX LogD: 4.68

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.36

Np Likeness Score: -1.15

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