Phosphoric acid mono-[3-(4-sec-butyl-9-methyl-6-oxo-2-phenyl-6H-3,3a,5,7,8-pentaaza-cyclopenta[a]naphthalen-7-ylmethyl)-phenyl] ester

ID: ALA193746

Chembl Id: CHEMBL193746

PubChem CID: 44402027

Max Phase: Preclinical

Molecular Formula: C26H26N5O5P

Molecular Weight: 519.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(C)c1nc2c(=O)n(Cc3cccc(OP(=O)(O)O)c3)nc(C)c2c2cc(-c3ccccc3)nn12

Standard InChI:  InChI=1S/C26H26N5O5P/c1-4-16(2)25-27-24-23(22-14-21(29-31(22)25)19-10-6-5-7-11-19)17(3)28-30(26(24)32)15-18-9-8-12-20(13-18)36-37(33,34)35/h5-14,16H,4,15H2,1-3H3,(H2,33,34,35)

Standard InChI Key:  CJAFFWBKYUSVOB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA193746

   [3-[(7-Butan-2-yl-13-methyl-10-oxo-4-phenyl-5,6,8,11,12-pentazatricyclo[7.4.0.02,6]trideca-1(9),2,4,7,12-pentaen-11-yl)methyl]phenyl] dihydrogen phosphate

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: 519.50

Molecular Weight (Monoisotopic): 519.1672

AlogP: 4.45

#Rotatable Bonds: 7

Polar Surface Area: 131.84

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.79

CX Basic pKa: ┄

CX LogP: 4.39

CX LogD: 1.28

Aromatic Rings: 5

Heavy Atoms: 37

QED Weighted: 0.30

Np Likeness Score: -1.03

References

1. Feixas J, Giovannoni MP, Vergelli C, Gavaldà A, Cesari N, Graziano A, Dal Piaz V..  (2005)  New pyrazolo[1',5':1,6]pyrimido[4,5-d]pyridazin-4(3H)-ones as potent and selective PDE5 inhibitors.,  15  (9): [PMID:15837329] [10.1016/j.bmcl.2005.02.090]

Source

Source(1):

• Scientific Literature