1-(3-((dimethylamino)methyl)-4-hydroxy-4-(3-methoxyphenyl)piperidin-1-yl)-2-(2,4,5-trifluorophenyl)ethan-1-one

ID: ALA5280036

Chembl Id: CHEMBL5280036

Max Phase: Preclinical

Molecular Formula: C23H27F3N2O3

Molecular Weight: 436.47

Names and Identifiers

Canonical SMILES:  COc1cccc(C2(O)CCN(C(=O)Cc3cc(F)c(F)cc3F)CC2CN(C)C)c1

Standard InChI:  InChI=1S/C23H27F3N2O3/c1-27(2)13-17-14-28(22(29)10-15-9-20(25)21(26)12-19(15)24)8-7-23(17,30)16-5-4-6-18(11-16)31-3/h4-6,9,11-12,17,30H,7-8,10,13-14H2,1-3H3

Standard InChI Key:  AYIFYIHXAMCCQF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5280036

   ---

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: 436.47

Molecular Weight (Monoisotopic): 436.1974

AlogP: 2.95

#Rotatable Bonds: 6

Polar Surface Area: 53.01

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.71

CX Basic pKa: 8.76

CX LogP: 2.50

CX LogD: 1.12

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.71

Np Likeness Score: -0.72

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