ID: ALA5192928

Max Phase: Preclinical

Molecular Formula: C17H14ClFN2O

Molecular Weight: 316.76

Representations

Canonical SMILES:  N#Cc1ccc2c(c1)C[C@H](CO)N[C@@H]2c1cc(F)cc(Cl)c1

Standard InChI:  InChI=1S/C17H14ClFN2O/c18-13-4-12(5-14(19)7-13)17-16-2-1-10(8-20)3-11(16)6-15(9-22)21-17/h1-5,7,15,17,21-22H,6,9H2/t15-,17-/m1/s1

Standard InChI Key:  UOCQJHUNCIRIPU-NVXWUHKLSA-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: 316.76

Molecular Weight (Monoisotopic): 316.0779

AlogP: 2.95

#Rotatable Bonds: 2

Polar Surface Area: 56.05

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 7.37

CX LogP: 3.33

CX LogD: 3.04

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.90

Np Likeness Score: -0.45

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]

2. 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