4-(((1R,2R)-2-((R)-3-Aminopiperidin-1-yl)-2,3-dihydro-1H-inden-1-yl)oxy)-3-chlorobenzonitrile dihydrochloride

ID: ALA4279377

Cas Number: 1333207-63-8

PubChem CID: 78357800

Product Number: S286732, Order Now?

Max Phase: Preclinical

Molecular Formula: C21H24Cl3N3O

Molecular Weight: 367.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Cl.N#Cc1ccc(O[C@@H]2c3ccccc3C[C@H]2N2CCC[C@@H](N)C2)c(Cl)c1

Standard InChI:  InChI=1S/C21H22ClN3O.2ClH/c22-18-10-14(12-23)7-8-20(18)26-21-17-6-2-1-4-15(17)11-19(21)25-9-3-5-16(24)13-25;;/h1-2,4,6-8,10,16,19,21H,3,5,9,11,13,24H2;2*1H/t16-,19-,21-;;/m1../s1

Standard InChI Key:  LFMYIKNZNTZSJX-IQJQELQDSA-N

Molfile:  

     RDKit          2D

 28 29  0  0  0  0  0  0  0  0999 V2000
   26.7241  -11.1670    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.4923  -13.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1214  -13.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3163  -13.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9387  -12.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3820  -11.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1940  -11.6899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5706  -12.4160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8609  -14.5425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1216  -12.3085    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.0043  -10.9324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2589  -10.1513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7796   -9.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2592   -8.8298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0362   -9.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7397   -8.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4508   -9.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4502   -9.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7421  -10.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0351   -9.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9579   -9.5362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5757  -10.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7596  -10.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3159   -9.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7022   -8.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5198   -8.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3774  -11.0299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6652  -10.3714    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  3  8  2  0
  2  9  3  0
  5 10  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 12 20  1  0
 15 20  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 21 26  1  0
 23 27  1  6
 13 21  1  6
 12 11  1  1
  6 11  1  0
M  END

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: 367.88

Molecular Weight (Monoisotopic): 367.1451

AlogP: 3.68

#Rotatable Bonds: 3

Polar Surface Area: 62.28

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.63

CX LogP: 3.85

CX LogD: 1.67

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.90

Np Likeness Score: -0.38

References

1. Zhou B, Wang Y, Zhang C, Yang G, Zhang F, Yu B, Chai C, Cao Z..  (2018)  Ribemansides A and B, TRPC6 Inhibitors from Ribes manshuricum That Suppress TGF-β1-Induced Fibrogenesis in HK-2 Cells.,  81  (4): [PMID:29469570] [10.1021/acs.jnatprod.7b01037]

2. EUbOPEN.  (2023)  EUbOPEN Chemogenomics Library - IncuCyte,  [10.6019/CHEMBL5303304]

3. Institute for Molecular Medicine Finland - High Throughput Biomedicine Unit.  (2023)  ECBD screening data for assay EOS300108,  [10.6019/EOS300108]

Source

Source(3):

• Scientific Literature
• EUbOPEN Chemogenomic Library
• EU-OPENSCREEN dataset