(S)-N-(4-fluorobenzyl)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

ID: ALA5176290

Chembl Id: CHEMBL5176290

PubChem CID: 168275791

Max Phase: Preclinical

Molecular Formula: C17H17FN2O3

Molecular Weight: 316.33

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccc(F)cc1)[C@@H]1Cc2cc(O)c(O)cc2CN1

Standard InChI:  InChI=1S/C17H17FN2O3/c18-13-3-1-10(2-4-13)8-20-17(23)14-5-11-6-15(21)16(22)7-12(11)9-19-14/h1-4,6-7,14,19,21-22H,5,8-9H2,(H,20,23)/t14-/m0/s1

Standard InChI Key:  JTPKXEPYXQQDKY-AWEZNQCLSA-N

Alternative Forms

1. Parent:

   

   ALA5176290

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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: 316.33

Molecular Weight (Monoisotopic): 316.1223

AlogP: 1.57

#Rotatable Bonds: 3

Polar Surface Area: 81.59

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.20

CX Basic pKa: 7.06

CX LogP: 1.94

CX LogD: 1.77

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.65

Np Likeness Score: -0.37

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