(6-Benzyloxy-7-methoxy-3,4-dihydro-isoquinolin-1-yl)-(3-hydroxy-phenyl)-methanone

ID: ALA2112019

PubChem CID: 11090306

Max Phase: Preclinical

Molecular Formula: C24H19NO4

Molecular Weight: 385.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(C(=O)c3cccc(O)c3)nccc2cc1OCc1ccccc1

Standard InChI:  InChI=1S/C24H19NO4/c1-28-21-14-20-17(13-22(21)29-15-16-6-3-2-4-7-16)10-11-25-23(20)24(27)18-8-5-9-19(26)12-18/h2-14,26H,15H2,1H3

Standard InChI Key:  ZPJJSASBDJCNOM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.8261   -2.7830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5478   -4.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1126   -3.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2613   -2.7788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8261   -1.9569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2655   -4.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3991   -1.9569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3991   -2.7830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1126   -1.5438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6856   -1.5438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8344   -4.4353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2613   -5.2572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2530   -1.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9790   -5.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9679   -1.9569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6814   -3.1961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5395   -1.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2545   -1.5438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9790   -6.4881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9748   -4.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6883   -4.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6925   -5.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9679   -2.7830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5452   -1.9569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2587   -0.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5410   -0.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8275   -1.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8275   -0.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  2  0
  5  1  2  0
  6  2  1  0
  7  3  1  0
  8 10  1  0
  9  4  1  0
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 14  5  1  0
 15 13  1  0
 16 11  1  0
 17  9  1  0
 18 14  2  0
 19 16  1  0
 20 15  1  0
 21  7  1  0
 22 21  2  0
 23 22  1  0
 24 17  1  0
 25 19  1  0
 26 19  2  0
 27 26  1  0
 28 25  2  0
 29 27  2  0
  6 18  1  0
  8  9  2  0
 23 15  2  0
 29 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2112019

   (3-Hydroxyphenyl)-(7-methoxy-6-phenylmethoxyisoquinolin-1-yl)methanone

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: 385.42

Molecular Weight (Monoisotopic): 385.1314

AlogP: 4.76

#Rotatable Bonds: 6

Polar Surface Area: 68.65

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.82

CX Basic pKa: 3.74

CX LogP: 4.70

CX LogD: 4.68

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: 0.06

References

1. Bermejo A, Andreu I, Suvire F, Léonce S, Caignard DH, Renard P, Pierré A, Enriz RD, Cortes D, Cabedo N..  (2002)  Syntheses and antitumor targeting G1 phase of the cell cycle of benzoyldihydroisoquinolines and related 1-substituted isoquinolines.,  45  (23): [PMID:12408717] [10.1021/jm020831a]

Source

Source(1):

• Scientific Literature