4-(3-Chloro-4-methoxy-benzylamino)-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid (tetrahydro-furan-2-ylmethyl)-amide

ID: ALA8410

Chembl Id: CHEMBL8410

PubChem CID: 20709323

Max Phase: Preclinical

Molecular Formula: C22H26ClN5O3

Molecular Weight: 443.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1ncc2c(NCc3ccc(OC)c(Cl)c3)c(C(=O)NC[C@@H]3CCCO3)cnc21

Standard InChI:  InChI=1S/C22H26ClN5O3/c1-3-28-21-16(13-27-28)20(24-10-14-6-7-19(30-2)18(23)9-14)17(12-25-21)22(29)26-11-15-5-4-8-31-15/h6-7,9,12-13,15H,3-5,8,10-11H2,1-2H3,(H,24,25)(H,26,29)/t15-/m0/s1

Standard InChI Key:  IIJWWYFKEQWSRO-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA8410

   4-(3-Chloro-4-methoxy-benzylamino)-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid (tetrahydro-furan-2-ylmethyl)-amide

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: 443.94

Molecular Weight (Monoisotopic): 443.1724

AlogP: 3.63

#Rotatable Bonds: 8

Polar Surface Area: 90.30

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.73

CX LogP: 2.71

CX LogD: 2.71

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.55

Np Likeness Score: -1.69

References

1. Yu G, Mason HJ, Wu X, Wang J, Chong S, Dorough G, Henwood A, Pongrac R, Seliger L, He B, Normandin D, Adam L, Krupinski J, Macor JE..  (2001)  Substituted pyrazolopyridines as potent and selective PDE5 inhibitors: potential agents for treatment of erectile dysfunction.,  44  (7): [PMID:11297448] [10.1021/jm0155042]

Source

Source(1):

• Scientific Literature