N-(2-hydroxyphenyl)isoquinoline-1-carboxamide

ID: ALA4850071

PubChem CID: 164613331

Max Phase: Preclinical

Molecular Formula: C16H12N2O2

Molecular Weight: 264.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1O)c1nccc2ccccc12

Standard InChI:  InChI=1S/C16H12N2O2/c19-14-8-4-3-7-13(14)18-16(20)15-12-6-2-1-5-11(12)9-10-17-15/h1-10,19H,(H,18,20)

Standard InChI Key:  ZXHHBKQPJFXDLZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    0.7250   -1.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7238   -2.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4319   -2.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4301   -1.2379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1387   -1.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1395   -2.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8480   -2.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5563   -2.4584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5515   -1.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8424   -1.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8497   -3.6864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1428   -4.0965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5583   -4.0935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1445   -4.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4361   -5.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374   -6.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1465   -6.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8557   -6.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8509   -5.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5556   -4.8997    0.0000 O   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
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4850071

   ---

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: 264.28

Molecular Weight (Monoisotopic): 264.0899

AlogP: 3.19

#Rotatable Bonds: 2

Polar Surface Area: 62.22

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.75

CX Basic pKa: 0.87

CX LogP: 2.92

CX LogD: 2.90

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.70

Np Likeness Score: -0.97

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