(E)-5-((4-(4-(2-cyanovinyl)-2,6-dimethylphenoxy)-5,7-dihydrofuro[3,4-d]pyrimidin-2-yl)amino)picolinonitrile

ID: ALA5281981

Chembl Id: CHEMBL5281981

Max Phase: Preclinical

Molecular Formula: C23H18N6O2

Molecular Weight: 410.44

Names and Identifiers

Canonical SMILES:  Cc1cc(/C=C/C#N)cc(C)c1Oc1nc(Nc2ccc(C#N)nc2)nc2c1COC2

Standard InChI:  InChI=1S/C23H18N6O2/c1-14-8-16(4-3-7-24)9-15(2)21(14)31-22-19-12-30-13-20(19)28-23(29-22)27-18-6-5-17(10-25)26-11-18/h3-6,8-9,11H,12-13H2,1-2H3,(H,27,28,29)/b4-3+

Standard InChI Key:  SGAZRDDFBPBOQD-ONEGZZNKSA-N

Alternative Forms

1. Parent:

   

   ALA5281981

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 410.44

Molecular Weight (Monoisotopic): 410.1491

AlogP: 4.46

#Rotatable Bonds: 5

Polar Surface Area: 116.74

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.31

CX Basic pKa: 1.25

CX LogP: 4.41

CX LogD: 4.41

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.61

Np Likeness Score: -0.79

References

1. Sun Y, Zhou Z, Feng D, Jing L, Zhao F, Wang Z, Zhang T, Lin H, Song H, De Clercq E, Pannecouque C, Zhan P, Liu X, Kang D..  (2022)  Lead Optimization and Avoidance of Metabolic-perturbing Motif Developing Novel Diarylpyrimidines as Potent HIV-1 NNRTIs.,  65  (23.0): [PMID:36411036] [10.1021/acs.jmedchem.2c00576]

Source

Source(1):

• Scientific Literature