4'-((2-((4-cyano-3-fluorophenyl)amino)thieno[2,3-d]pyrimidin-4-yl)oxy)-3',5'-dimethyl-[1,1'-biphenyl]-4-carbonitrile

ID: ALA5283535

Chembl Id: CHEMBL5283535

Max Phase: Preclinical

Molecular Formula: C28H18FN5OS

Molecular Weight: 491.55

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2ccc(C#N)cc2)cc(C)c1Oc1nc(Nc2ccc(C#N)c(F)c2)nc2sccc12

Standard InChI:  InChI=1S/C28H18FN5OS/c1-16-11-21(19-5-3-18(14-30)4-6-19)12-17(2)25(16)35-26-23-9-10-36-27(23)34-28(33-26)32-22-8-7-20(15-31)24(29)13-22/h3-13H,1-2H3,(H,32,33,34)

Standard InChI Key:  HVZHCWGOWNORET-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5283535

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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: 491.55

Molecular Weight (Monoisotopic): 491.1216

AlogP: 7.39

#Rotatable Bonds: 5

Polar Surface Area: 94.62

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.24

CX Basic pKa: 0.65

CX LogP: 8.04

CX LogD: 8.04

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.28

Np Likeness Score: -1.80

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