1-(3-((dimethylamino)methyl)-4-hydroxy-4-(3-methoxyphenyl)piperidin-1-yl)-2-(thiophen-3-yl)ethan-1-one

ID: ALA5276008

Chembl Id: CHEMBL5276008

Max Phase: Preclinical

Molecular Formula: C21H28N2O3S

Molecular Weight: 388.53

Names and Identifiers

Canonical SMILES:  COc1cccc(C2(O)CCN(C(=O)Cc3ccsc3)CC2CN(C)C)c1

Standard InChI:  InChI=1S/C21H28N2O3S/c1-22(2)13-18-14-23(20(24)11-16-7-10-27-15-16)9-8-21(18,25)17-5-4-6-19(12-17)26-3/h4-7,10,12,15,18,25H,8-9,11,13-14H2,1-3H3

Standard InChI Key:  JPLYFVHMNPEOGH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5276008

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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: 388.53

Molecular Weight (Monoisotopic): 388.1821

AlogP: 2.60

#Rotatable Bonds: 6

Polar Surface Area: 53.01

Molecular Species: BASE

HBA: 5

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: 1.85

CX LogD: 0.48

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.83

Np Likeness Score: -1.11

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