(R)-5-(3-Aminopiperidin-1-yl)benzo[h]isoquinoline-8-carboxylic acid

ID: ALA4877279

PubChem CID: 151171579

Max Phase: Preclinical

Molecular Formula: C19H19N3O2

Molecular Weight: 321.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N[C@@H]1CCCN(c2cc3cc(C(=O)O)ccc3c3cnccc23)C1

Standard InChI:  InChI=1S/C19H19N3O2/c20-14-2-1-7-22(11-14)18-9-13-8-12(19(23)24)3-4-15(13)17-10-21-6-5-16(17)18/h3-6,8-10,14H,1-2,7,11,20H2,(H,23,24)/t14-/m1/s1

Standard InChI Key:  NCJUHYPZQYFZCM-CQSZACIVSA-N

Molfile:  

 
     RDKit          2D

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   30.8125  -25.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8113  -26.4496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5235  -26.8586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5217  -25.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2345  -25.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2352  -26.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6514  -25.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9382  -25.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6561  -26.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9446  -26.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9445  -27.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6551  -28.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3674  -27.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3640  -26.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0808  -28.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0839  -28.8947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7911  -27.6580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9338  -24.3867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6434  -23.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6410  -23.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9294  -22.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2185  -23.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2192  -23.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3481  -22.7503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6 10  1  0
  9  7  1  0
  7  8  2  0
  8  5  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14  9  2  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
  8 18  1  0
 18 19  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 20 24  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4877279

   ---

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: 321.38

Molecular Weight (Monoisotopic): 321.1477

AlogP: 3.01

#Rotatable Bonds: 2

Polar Surface Area: 79.45

Molecular Species: ZWITTERION

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.15

CX Basic pKa: 9.87

CX LogP: -0.10

CX LogD: -0.10

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.71

Np Likeness Score: -0.36

References

1.  (2020)  Anti-cancer/anti-fibrosis compounds, 

Source

Source(1):

• Patent Bioactivity Data