ID: ALA5189636

Max Phase: Preclinical

Molecular Formula: C16H14Cl3NO

Molecular Weight: 342.65

Representations

Canonical SMILES:  OC[C@@H]1Cc2ccc(Cl)cc2[C@H](c2cc(Cl)cc(Cl)c2)N1

Standard InChI:  InChI=1S/C16H14Cl3NO/c17-11-2-1-9-5-14(8-21)20-16(15(9)7-11)10-3-12(18)6-13(19)4-10/h1-4,6-7,14,16,20-21H,5,8H2/t14-,16-/m0/s1

Standard InChI Key:  HWDYWVRNXBUCEH-HOCLYGCPSA-N

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

Properties

Molecular Weight: 342.65

Molecular Weight (Monoisotopic): 341.0141

AlogP: 4.24

#Rotatable Bonds: 2

Polar Surface Area: 32.26

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 7.48

CX LogP: 4.54

CX LogD: 4.20

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.86

Np Likeness Score: -0.09

References

1. Sabat M, Raveglia LF, Aldegheri L, Barilli A, Bianchi F, Brault L, Brodbeck D, Feriani A, Lingard I, Miura J, Myers R, Piccoli L, Tassini S, Tyhonas J, Ton-Nu T, Wang H, Virginio C..  (2022)  The discovery of (1R, 3R)-1-(3-chloro-5-fluorophenyl)-3-(hydroxymethyl)-1,2,3,4-tetrahydroisoquinoline-6-carbonitrile, a potent and selective agonist of human transient receptor potential cation channel subfamily m member 5 (TRPM5) and evaluation of as a potential gastrointestinal prokinetic agent.,  76  [PMID:36402081] [10.1016/j.bmc.2022.117084]

Source

Source(1):

• Scientific Literature