N-(3-(cis-3,5-Dimethylpiperidin-1-yl)propyl)-1-((2-(4-fluoro-3-methylphenyl)oxazol-4-yl)methyl)piperidine-4-carboxamide

ID: ALA4059630

PubChem CID: 72793928

Max Phase: Preclinical

Molecular Formula: C27H39FN4O2

Molecular Weight: 470.63

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2nc(CN3CCC(C(=O)NCCCN4C[C@H](C)C[C@H](C)C4)CC3)co2)ccc1F

Standard InChI:  InChI=1S/C27H39FN4O2/c1-19-13-20(2)16-32(15-19)10-4-9-29-26(33)22-7-11-31(12-8-22)17-24-18-34-27(30-24)23-5-6-25(28)21(3)14-23/h5-6,14,18-20,22H,4,7-13,15-17H2,1-3H3,(H,29,33)/t19-,20+

Standard InChI Key:  GUCPCTHHCYQSTE-BGYRXZFFSA-N

Molfile:  

     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
   10.9367   -9.5762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6458   -9.1676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3508   -9.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3508  -10.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6458  -10.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9367  -10.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0598  -10.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0598  -11.6192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7648  -10.3934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2276   -9.1676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7085  -10.6436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2652   -9.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7803   -9.3198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5441   -9.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5000  -10.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4497   -9.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0065  -10.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1869  -10.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8188   -9.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2620   -9.1442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0775   -9.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7437  -11.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0033   -9.7876    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.4739  -10.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1830  -10.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8921  -10.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5970  -10.3934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5970   -9.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3061   -9.1676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0152   -9.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0152  -10.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3061  -10.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7202  -10.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3061   -8.3504    0.0000 C   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
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 11 15  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 18 22  1  0
 19 23  1  0
 12 16  1  0
 10 14  1  0
  1 10  1  0
 24 25  1  0
 25 26  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 27 32  1  0
 31 33  1  6
 29 34  1  6
 26 27  1  0
  9 24  1  0
M  END

Associated Targets(Human)

Huh7.5.1 (171 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Hepatitis C virus (23859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Liver (4264 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Vesicular stomatitis virus (4460 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Murine leukemia virus (47 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 470.63Molecular Weight (Monoisotopic): 470.3057AlogP: 4.49#Rotatable Bonds: 8
Polar Surface Area: 61.61Molecular Species: BASEHBA: 5HBD: 1
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 9.81CX LogP: 3.77CX LogD: 1.16
Aromatic Rings: 2Heavy Atoms: 34QED Weighted: 0.58Np Likeness Score: -1.89

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