rac-6-Fluoro-1-methyl-2-(5-(2-methylthiazol-4-yl)thiophen-2-yl)-3-phenyl-2,3-dihydroquinazolin-4(1H)-one

ID: ALA3109595

Chembl Id: CHEMBL3109595

PubChem CID: 73671928

Max Phase: Preclinical

Molecular Formula: C23H18FN3OS2

Molecular Weight: 435.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(-c2ccc(C3N(C)c4ccc(F)cc4C(=O)N3c3ccccc3)s2)cs1

Standard InChI:  InChI=1S/C23H18FN3OS2/c1-14-25-18(13-29-14)20-10-11-21(30-20)22-26(2)19-9-8-15(24)12-17(19)23(28)27(22)16-6-4-3-5-7-16/h3-13,22H,1-2H3

Standard InChI Key:  BRLUZBMXYFCBDS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3109595

   6-fluoro-1-methyl-2-[5-(2-methyl-1,3-thiazol-4-yl)thiophen-2-yl]-3-phenyl-2H-quinazolin-4-one

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: 435.55

Molecular Weight (Monoisotopic): 435.0875

AlogP: 6.11

#Rotatable Bonds: 3

Polar Surface Area: 36.44

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.26

CX LogP: 5.78

CX LogD: 5.78

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.39

Np Likeness Score: -1.31

References

1. Gupta N, Pons V, Noël R, Buisson DA, Michau A, Johannes L, Gillet D, Barbier J, Cintrat JC..  (2014)  (S)-N-Methyldihydroquinazolinones are the Active Enantiomers of Retro-2 Derived Compounds against Toxins.,  5  (1): [PMID:24900779] [10.1021/ml400457j]

2. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of MMV (CH) - Pandemic Response Box,  [10.6019/CHEMBL4513161]

3. Desai D,Lauver M,Ostman A,Cruz L,Ferguson K,Jin G,Roper B,Brosius D,Lukacher A,Amin S,Buchkovich N.  (2019)  Inhibition of diverse opportunistic viruses by structurally optimized retrograde trafficking inhibitors.,  27  (9.0): [PMID:30890396] [10.1016/j.bmc.2019.03.026]

Source

Source(2):

• Scientific Literature
• CO-ADD antimicrobial screening data