N-(3-(cis-3,5-Dimethylpiperidin-1-yl)propyl)-1-((2-(3,4-dichlorophenyl)-5-methyloxazol-4-yl)methyl)piperidine-4-carboxamide

ID: ALA4062606

PubChem CID: 71768512

Max Phase: Preclinical

Molecular Formula: C27H38Cl2N4O2

Molecular Weight: 521.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1oc(-c2ccc(Cl)c(Cl)c2)nc1CN1CCC(C(=O)NCCCN2C[C@H](C)C[C@H](C)C2)CC1

Standard InChI:  InChI=1S/C27H38Cl2N4O2/c1-18-13-19(2)16-33(15-18)10-4-9-30-26(34)21-7-11-32(12-8-21)17-25-20(3)35-27(31-25)22-5-6-23(28)24(29)14-22/h5-6,14,18-19,21H,4,7-13,15-17H2,1-3H3,(H,30,34)/t18-,19+

Standard InChI Key:  OMRYDGAKSJRIST-KDURUIRLSA-N

Molfile:  

     RDKit          2D

 35 38  0  0  0  0  0  0  0  0999 V2000
   11.7159   -9.1577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4249   -8.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1340   -9.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1340   -9.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4249  -10.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7158   -9.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8390  -10.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8390  -11.2007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5481   -9.9749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0109   -8.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4153  -10.1430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0070   -9.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5545   -8.8274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3018   -9.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2178   -9.9722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8242  -10.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1922   -9.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783  -10.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9595  -10.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5582   -9.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9722   -8.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7869   -8.7175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2572  -10.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9621   -9.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6712  -10.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3762   -9.9749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3762   -9.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0853   -8.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7944   -9.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7944   -9.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0853  -10.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5035  -10.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0853   -7.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5453  -10.8313    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.7411   -9.4074    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  7  8  2  0
  7  9  1  0
  4  7  1  0
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 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 17 22  2  0
 12 17  1  0
 10 14  1  0
  1 10  1  0
 23 24  1  0
 24 25  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 26 31  1  0
 30 32  1  6
 28 33  1  6
 25 26  1  0
  9 23  1  0
 19 34  1  0
 20 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4062606

   1-[[2-(3,4-dichlorophenyl)-5-methyl-1,3-oxazol-4-yl]methyl]-N-[3-[(3S,5R)-3,5-dimethylpiperidin-1-yl]propyl]piperidine-4-carboxamide

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: 521.53

Molecular Weight (Monoisotopic): 520.2372

AlogP: 5.65

#Rotatable Bonds: 8

Polar Surface Area: 61.61

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.81

CX LogP: 4.52

CX LogD: 1.82

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.46

Np Likeness Score: -1.83

References

1. He S, Li K, Lin B, Hu Z, Xiao J, Hu X, Wang AQ, Xu X, Ferrer M, Southall N, Zheng W, Aubé J, Schoenen FJ, Marugan JJ, Liang TJ, Frankowski KJ..  (2017)  Development of an Aryloxazole Class of Hepatitis C Virus Inhibitors Targeting the Entry Stage of the Viral Replication Cycle.,  60  (14): [PMID:28636348] [10.1021/acs.jmedchem.7b00561]

Source

Source(1):

• Scientific Literature