2-[5-(2,3-Bis-hydroxymethyl-6,7-dimethoxy-naphthalen-1-yl)-pyridin-2-yl]-4-pyridin-3-yl-2H-phthalazin-1-one hydrochloride

ID: ALA536785

PubChem CID: 45263841

Max Phase: Preclinical

Molecular Formula: C32H27ClN4O5

Molecular Weight: 546.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2cc(CO)c(CO)c(-c3ccc(-n4nc(-c5cccnc5)c5ccccc5c4=O)nc3)c2cc1OC.Cl

Standard InChI:  InChI=1S/C32H26N4O5.ClH/c1-40-27-13-21-12-22(17-37)26(18-38)30(25(21)14-28(27)41-2)19-9-10-29(34-16-19)36-32(39)24-8-4-3-7-23(24)31(35-36)20-6-5-11-33-15-20;/h3-16,37-38H,17-18H2,1-2H3;1H

Standard InChI Key:  UTNKRAUHJLZGHC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.1792   -5.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7750   -6.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7375   -1.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2042   -6.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4542   -1.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5000   -6.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7375   -0.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5917    0.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5167   -7.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8750    0.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5917   -1.1625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5917   -0.3292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2417   -7.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9542   -7.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  2  1  0
  5  3  2  0
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  9  7  2  0
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 38 27  1  0
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 20 18  1  0
M  END

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: 546.58

Molecular Weight (Monoisotopic): 546.1903

AlogP: 4.66

#Rotatable Bonds: 7

Polar Surface Area: 119.59

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.19

CX LogP: 3.56

CX LogD: 3.56

Aromatic Rings: 6

Heavy Atoms: 41

QED Weighted: 0.30

Np Likeness Score: -0.56

References

1. Ukita T, Sugahara M, Terakawa Y, Kuroda T, Wada K, Nakata A, Ohmachi Y, Kikkawa H, Ikezawa K, Naito K..  (1999)  Novel, potent, and selective phosphodiesterase-4 inhibitors as antiasthmatic agents: synthesis and biological activities of a series of 1-pyridylnaphthalene derivatives.,  42  (6): [PMID:10090791] [10.1021/jm980314l]

Source

Source(1):

• Scientific Literature