3-(2-(3-((dimethylamino)methyl)-4-hydroxy-4-(3-methoxyphenyl)piperidin-1-yl)-2-oxoethyl)benzonitrile

ID: ALA5289657

Chembl Id: CHEMBL5289657

Max Phase: Preclinical

Molecular Formula: C24H29N3O3

Molecular Weight: 407.51

Names and Identifiers

Canonical SMILES:  COc1cccc(C2(O)CCN(C(=O)Cc3cccc(C#N)c3)CC2CN(C)C)c1

Standard InChI:  InChI=1S/C24H29N3O3/c1-26(2)16-21-17-27(23(28)13-18-6-4-7-19(12-18)15-25)11-10-24(21,29)20-8-5-9-22(14-20)30-3/h4-9,12,14,21,29H,10-11,13,16-17H2,1-3H3

Standard InChI Key:  LHIFPYDDCHKXFC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5289657

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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: 407.51

Molecular Weight (Monoisotopic): 407.2209

AlogP: 2.41

#Rotatable Bonds: 6

Polar Surface Area: 76.80

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.71

CX Basic pKa: 8.76

CX LogP: 1.93

CX LogD: 0.55

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.80

Np Likeness Score: -0.83

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