(S)-2-(4-fluorobenzyl)-7,8-dihydroxy-2,3,10,10a-tetrahydroimidazo[1,5-b]isoquinolin-1(5H)-one

ID: ALA5203550

Chembl Id: CHEMBL5203550

PubChem CID: 168293241

Max Phase: Preclinical

Molecular Formula: C18H17FN2O3

Molecular Weight: 328.34

Names and Identifiers

Canonical SMILES:  O=C1[C@@H]2Cc3cc(O)c(O)cc3CN2CN1Cc1ccc(F)cc1

Standard InChI:  InChI=1S/C18H17FN2O3/c19-14-3-1-11(2-4-14)8-21-10-20-9-13-7-17(23)16(22)6-12(13)5-15(20)18(21)24/h1-4,6-7,15,22-23H,5,8-10H2/t15-/m0/s1

Standard InChI Key:  LFCIZXCDFYKOGQ-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA5203550

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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: 328.34

Molecular Weight (Monoisotopic): 328.1223

AlogP: 1.96

#Rotatable Bonds: 2

Polar Surface Area: 64.01

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.20

CX Basic pKa: 3.98

CX LogP: 2.48

CX LogD: 2.48

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.83

Np Likeness Score: -0.29

References

1. Di Sarno V, Giovannelli P, Medina-Peris A, Ciaglia T, Di Donato M, Musella S, Lauro G, Vestuto V, Smaldone G, Di Matteo F, Bifulco G, Castoria G, Migliaccio A, Fernandez-Carvajal A, Campiglia P, Gomez-Monterrey I, Ostacolo C, Bertamino A..  (2022)  New TRPM8 blockers exert anticancer activity over castration-resistant prostate cancer models.,  238  [PMID:35598411] [10.1016/j.ejmech.2022.114435]

Source

Source(1):

• Scientific Literature