(E)-4-((4-(4-(2-cyanovinyl)-2,6-difluorophenoxy)-5H-pyrrolo[3,2-d]pyrimidin-2-yl)amino)-2-fluorobenzonitrile

ID: ALA5285474

Chembl Id: CHEMBL5285474

Max Phase: Preclinical

Molecular Formula: C22H11F3N6O

Molecular Weight: 432.37

Names and Identifiers

Canonical SMILES:  N#C/C=C/c1cc(F)c(Oc2nc(Nc3ccc(C#N)c(F)c3)nc3cc[nH]c23)c(F)c1

Standard InChI:  InChI=1S/C22H11F3N6O/c23-15-10-14(4-3-13(15)11-27)29-22-30-18-5-7-28-19(18)21(31-22)32-20-16(24)8-12(2-1-6-26)9-17(20)25/h1-5,7-10,28H,(H,29,30,31)/b2-1+

Standard InChI Key:  BSBZVLVNXZHGTA-OWOJBTEDSA-N

Alternative Forms

1. Parent:

   

   ALA5285474

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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: 432.37

Molecular Weight (Monoisotopic): 432.0946

AlogP: 5.32

#Rotatable Bonds: 5

Polar Surface Area: 110.41

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.84

CX Basic pKa: 1.68

CX LogP: 5.42

CX LogD: 5.42

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.41

Np Likeness Score: -1.00

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