{1-[3-(1-Methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-propoxy-benzenesulfonyl]-piperidin-4-ylmethyl}-phosphonic acid monoethyl ester

ID: ALA245317

Chembl Id: CHEMBL245317

PubChem CID: 135506388

Max Phase: Preclinical

Molecular Formula: C26H38N5O7PS

Molecular Weight: 595.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOc1ccc(S(=O)(=O)N2CCC(CP(=O)(O)OCC)CC2)cc1-c1nc2c(CCC)nn(C)c2c(=O)[nH]1

Standard InChI:  InChI=1S/C26H38N5O7PS/c1-5-8-21-23-24(30(4)29-21)26(32)28-25(27-23)20-16-19(9-10-22(20)37-15-6-2)40(35,36)31-13-11-18(12-14-31)17-39(33,34)38-7-3/h9-10,16,18H,5-8,11-15,17H2,1-4H3,(H,33,34)(H,27,28,32)

Standard InChI Key:  WUUHQGRDQLQCMN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA245317

   ---

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: 595.66

Molecular Weight (Monoisotopic): 595.2230

AlogP: 3.69

#Rotatable Bonds: 12

Polar Surface Area: 156.71

Molecular Species: ACID

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.93

CX Basic pKa: ┄

CX LogP: 1.63

CX LogD: -0.86

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.30

Np Likeness Score: -1.04

References

1. Kim DK, Young Lee J, Park HJ, Minh Thai K..  (2004)  Synthesis and phosphodiesterase 5 inhibitory activity of new sildenafil analogues containing a phosphonate group in the 5(')-sulfonamide moiety of phenyl ring.,  14  (9): [PMID:15080987] [10.1016/j.bmcl.2004.02.040]

2. Yoo J, Thai KM, Kim DK, Lee JY, Park HJ..  (2007)  3D-QSAR studies on sildenafil analogues, selective phosphodiesterase 5 inhibitors.,  17  (15): [PMID:17553682] [10.1016/j.bmcl.2007.05.064]

Source

Source(1):

• Scientific Literature