ID: ALA5269558

Max Phase: Preclinical

Molecular Formula: C23H27F3N2O4

Molecular Weight: 452.47

Representations

Canonical SMILES:  CN(C)CC1CN(C(=O)Cc2ccc(OC(F)(F)F)cc2)CCC1(O)c1cccc(O)c1

Standard InChI:  InChI=1S/C23H27F3N2O4/c1-27(2)14-18-15-28(11-10-22(18,31)17-4-3-5-19(29)13-17)21(30)12-16-6-8-20(9-7-16)32-23(24,25)26/h3-9,13,18,29,31H,10-12,14-15H2,1-2H3

Standard InChI Key:  BAGLDFCFYIPXQM-UHFFFAOYSA-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: 452.47

Molecular Weight (Monoisotopic): 452.1923

AlogP: 3.13

#Rotatable Bonds: 6

Polar Surface Area: 73.24

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.46

CX Basic pKa: 8.66

CX LogP: 3.00

CX LogD: 1.98

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.70

Np Likeness Score: -0.44

References

1. Huang H, Li X, Xie P, Li X, Xu X, Qian Y, Yuan C, Meng X, Chai J, Chen J, Liu J, Wang W, Li W, Wang Y, Fu W, Liu J..  (2021)  Discovery, Structure-Activity Relationship, and Mechanistic Studies of 1-((3R,4S)-3-((Dimethylamino)methyl)-4-hydroxy-4-(3-methoxyphenyl)piperidin-1-yl)-2-(2,4,5-trifluorophenyl)ethan-1-one as a Novel Potent Analgesic.,  64  (13.0): [PMID:34152138] [10.1021/acs.jmedchem.1c00722]

Source

Source(1):

• Scientific Literature