2-[4-(6-Ethoxy-2,3-bis-hydroxymethyl-7-methoxy-naphthalen-1-yl)-pyridin-2-yl]-4-pyridin-3-yl-2H-phthalazin-1-one hydrochloride

ID: ALA537465

PubChem CID: 45263854

Max Phase: Preclinical

Molecular Formula: C33H29ClN4O5

Molecular Weight: 560.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc2cc(CO)c(CO)c(-c3ccnc(-n4nc(-c5cccnc5)c5ccccc5c4=O)c3)c2cc1OC.Cl

Standard InChI:  InChI=1S/C33H28N4O5.ClH/c1-3-42-29-14-22-13-23(18-38)27(19-39)31(26(22)16-28(29)41-2)20-10-12-35-30(15-20)37-33(40)25-9-5-4-8-24(25)32(36-37)21-7-6-11-34-17-21;/h4-17,38-39H,3,18-19H2,1-2H3;1H

Standard InChI Key:  CAEUCPKDRSRQJR-UHFFFAOYSA-N

Molfile:  

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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: 560.61

Molecular Weight (Monoisotopic): 560.2060

AlogP: 5.05

#Rotatable Bonds: 8

Polar Surface Area: 119.59

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 4.19

CX LogP: 3.92

CX LogD: 3.92

Aromatic Rings: 6

Heavy Atoms: 42

QED Weighted: 0.27

Np Likeness Score: -0.55

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