ID: ALA3326090

Max Phase: Preclinical

Molecular Formula: C22H35N3O5

Molecular Weight: 421.54

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(/C=N/OCC(O)CNN2CC(C)OC(C)C2)cc1OC1CCCC1

Standard InChI:  InChI=1S/C22H35N3O5/c1-16-13-25(14-17(2)29-16)23-12-19(26)15-28-24-11-18-8-9-21(27-3)22(10-18)30-20-6-4-5-7-20/h8-11,16-17,19-20,23,26H,4-7,12-15H2,1-3H3/b24-11+

Standard InChI Key:  SNNRYCYAVMGNPZ-BHGWPJFGSA-N

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

Properties

Molecular Weight: 421.54

Molecular Weight (Monoisotopic): 421.2577

AlogP: 2.34

#Rotatable Bonds: 10

Polar Surface Area: 84.78

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.97

CX Basic pKa: 5.97

CX LogP: 2.28

CX LogD: 2.27

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.44

Np Likeness Score: -0.28

References

1. Brullo C, Massa M, Rocca M, Rotolo C, Guariento S, Rivera D, Ricciarelli R, Fedele E, Fossa P, Bruno O..  (2014)  Synthesis, biological evaluation, and molecular modeling of new 3-(cyclopentyloxy)-4-methoxybenzaldehyde O-(2-(2,6-dimethylmorpholino)-2-oxoethyl) Oxime (GEBR-7b) related phosphodiesterase 4D (PDE4D) inhibitors.,  57  (16): [PMID:25126889] [10.1021/jm500855w]

2. Zhou ZZ, Ge BC, Chen YF, Shi XD, Yang XM, Xu JP..  (2015)  Catecholic amides as potential selective phosphodiesterase 4D inhibitors: Design, synthesis, pharmacological evaluation and structure-activity relationships.,  23  (22): [PMID:26526739] [10.1016/j.bmc.2015.10.033]

Source

Source(1):

• Scientific Literature