2-(3,4-Dimethoxybenzyl)-5-methyl-7-((2R,3R)-2,5,6-trihydroxy-6-phenylhexan-3-yl)imidazo[5,1-f][1,2,4]triazin-4(3H)-one

ID: ALA4077994

Chembl Id: CHEMBL4077994

PubChem CID: 137651922

Max Phase: Preclinical

Molecular Formula: C27H32N4O6

Molecular Weight: 508.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cc2nn3c([C@@H](CC(O)C(O)c4ccccc4)[C@@H](C)O)nc(C)c3c(=O)[nH]2)cc1OC

Standard InChI:  InChI=1S/C27H32N4O6/c1-15-24-27(35)29-23(13-17-10-11-21(36-3)22(12-17)37-4)30-31(24)26(28-15)19(16(2)32)14-20(33)25(34)18-8-6-5-7-9-18/h5-12,16,19-20,25,32-34H,13-14H2,1-4H3,(H,29,30,35)/t16-,19+,20?,25?/m1/s1

Standard InChI Key:  OSCZLFPJBWMVIL-ZOOUAKCRSA-N

Alternative Forms

1. Parent:

   

   ALA4077994

   ---

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: 508.58

Molecular Weight (Monoisotopic): 508.2322

AlogP: 2.28

#Rotatable Bonds: 10

Polar Surface Area: 142.20

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.11

CX Basic pKa: 1.77

CX LogP: 0.71

CX LogD: 0.71

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.26

Np Likeness Score: -0.24

References

1. Obach RS, Walker GS, Sharma R, Jenkinson S, Tran TP, Stepan AF..  (2018)  Lead Diversification at the Nanomole Scale Using Liver Microsomes and Quantitative Nuclear Magnetic Resonance Spectroscopy: Application to Phosphodiesterase 2 Inhibitors.,  61  (8): [PMID:29601185] [10.1021/acs.jmedchem.8b00116]

Source

Source(1):

• Scientific Literature