(R)-5-(Piperidin-3-ylamino)benzo[h]isoquinoline-8-carboxylic acid

ID: ALA4855950

PubChem CID: 137464017

Max Phase: Preclinical

Molecular Formula: C19H19N3O2

Molecular Weight: 321.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc2c(c1)cc(N[C@@H]1CCCNC1)c1ccncc12

Standard InChI:  InChI=1S/C19H19N3O2/c23-19(24)12-3-4-15-13(8-12)9-18(16-5-7-21-11-17(15)16)22-14-2-1-6-20-10-14/h3-5,7-9,11,14,20,22H,1-2,6,10H2,(H,23,24)/t14-/m1/s1

Standard InChI Key:  KDYPNLAUCVXSFG-CQSZACIVSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   20.6100  -25.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6088  -26.2928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3210  -26.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3192  -25.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0319  -25.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0327  -26.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4489  -25.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7357  -25.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4536  -26.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7421  -26.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7420  -27.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4526  -27.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1649  -27.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1615  -26.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8783  -27.9166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8814  -28.7379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5885  -27.5011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7313  -24.2298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4410  -23.8175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4302  -22.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1324  -22.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8455  -22.9793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1519  -24.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8564  -23.8062    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
 19 18  1  6
 19 20  1  0
 20 21  1  0
 21 22  1  0
 19 23  1  0
 22 24  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4855950

   ---

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: 3.25

#Rotatable Bonds: 3

Polar Surface Area: 74.25

Molecular Species: ZWITTERION

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.13

CX Basic pKa: 9.55

CX LogP: -0.51

CX LogD: -0.51

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.65

Np Likeness Score: -0.28

References

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

Source

Source(1):

• Patent Bioactivity Data