2-(2-Methyl-pyridin-4-ylmethyl)-1-oxo-8-(pyrimidin-2-ylmethoxy)-4-(3,4,5-trimethoxy-phenyl)-1,2-dihydro-[2,7]naphthyridine-3-carboxylic acid methyl ester hydrochloride

ID: ALA540294

Cas Number: 324572-93-2

PubChem CID: 9852041

Product Number: T287480, Order Now?

Max Phase: Preclinical

Molecular Formula: C31H30ClN5O7

Molecular Weight: 583.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1c(-c2cc(OC)c(OC)c(OC)c2)c2ccnc(OCc3ncccn3)c2c(=O)n1Cc1ccnc(C)c1.Cl

Standard InChI:  InChI=1S/C31H29N5O7.ClH/c1-18-13-19(7-11-32-18)16-36-27(31(38)42-5)25(20-14-22(39-2)28(41-4)23(15-20)40-3)21-8-12-35-29(26(21)30(36)37)43-17-24-33-9-6-10-34-24;/h6-15H,16-17H2,1-5H3;1H

Standard InChI Key:  RBJCBXAXUHCWBR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.1667   -1.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1750   -3.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4542   -1.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4625   -2.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792   -3.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417   -1.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6042   -3.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792   -5.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8917   -5.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667   -5.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7250    0.9708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.9583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6000    0.9875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3167   -2.7292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6000   -0.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0167   -0.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3167    0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542   -3.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792   -6.4375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3167   -0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6042   -3.9667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542   -5.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6042   -5.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0375   -2.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8792    0.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0000    2.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167    1.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2875    1.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8875   -0.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0292    0.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8917   -6.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542   -6.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3250   -4.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3250   -5.2042    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
  6  4  1  0
  7  6  1  0
  8  5  1  0
  9  6  2  0
 10  3  1  0
 11 12  2  0
 12 15  1  0
 13 14  2  0
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 15  8  2  0
 16  2  1  0
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 18  9  1  0
 19 26  1  0
 20  9  1  0
 21 19  2  0
 22 19  1  0
 23 35  1  0
 24 10  2  0
 25 16  1  0
 26 20  1  0
 27 30  1  0
 28  7  2  0
 29 11  1  0
 30 25  2  0
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 34 18  2  0
 35 39  2  0
 36 38  1  0
 37 21  1  0
 38 22  2  0
 39 25  1  0
 40 27  1  0
 41 29  1  0
 42 32  1  0
 43 31  1  0
 44 33  1  0
  7  5  1  0
 27 23  2  0
 34 28  1  0
 13 11  1  0
 37 36  2  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: 583.60

Molecular Weight (Monoisotopic): 583.2067

AlogP: 4.00

#Rotatable Bonds: 10

Polar Surface Area: 136.78

Molecular Species: NEUTRAL

HBA: 12

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 5.72

CX LogP: 2.90

CX LogD: 2.90

Aromatic Rings: 5

Heavy Atoms: 43

QED Weighted: 0.22

Np Likeness Score: -0.59

References

1. Ukita T, Nakamura Y, Kubo A, Yamamoto Y, Moritani Y, Saruta K, Higashijima T, Kotera J, Fujishige K, Takagi M, Kikkawa K, Omori K..  (2003)  1,7- and 2,7-naphthyridine derivatives as potent and highly specific PDE5 inhibitors.,  13  (14): [PMID:12824030] [10.1016/s0960-894x(03)00440-2]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays