N-(3-chlorophenyl)isoquinoline-1-carboxamide

ID: ALA4849921

PubChem CID: 110858882

Max Phase: Preclinical

Molecular Formula: C16H11ClN2O

Molecular Weight: 282.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc(Cl)c1)c1nccc2ccccc12

Standard InChI:  InChI=1S/C16H11ClN2O/c17-12-5-3-6-13(10-12)19-16(20)15-14-7-2-1-4-11(14)8-9-18-15/h1-10H,(H,19,20)

Standard InChI Key:  GVLAQHZKPLSLNE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   24.8982   -9.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8970  -10.5267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6051  -10.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6033   -9.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3119   -9.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3126  -10.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0212  -10.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7294  -10.5189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7247   -9.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0156   -9.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0229  -11.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3160  -12.1569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7314  -12.1540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3177  -12.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6092  -13.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6106  -14.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3197  -14.6034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0289  -14.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0240  -13.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7389  -14.5936    0.0000 Cl  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  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  7 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4849921

   N-(3-chlorophenyl)isoquinoline-1-carboxamide

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: 282.73

Molecular Weight (Monoisotopic): 282.0560

AlogP: 4.14

#Rotatable Bonds: 2

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.88

CX LogP: 3.83

CX LogD: 3.83

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.77

Np Likeness Score: -1.60

References

1. Sim S, Lee S, Ko S, Phuong Bui B, Linh Nguyen P, Cho J, Lee K, Kang JS, Jung JK, Lee H..  (2021)  Design, synthesis, and biological evaluation of potent 1,2,3,4-tetrahydroisoquinoline derivatives as anticancer agents targeting NF-κB signaling pathway.,  46  [PMID:34500188] [10.1016/j.bmc.2021.116371]

Source

Source(1):

• Scientific Literature