1-Methoxycarbonylmethyl-4-(phenyl-propionyl-amino)-piperidine-4-carboxylic acid methyl ester

ID: ALA70304

Chembl Id: CHEMBL70304

PubChem CID: 14873779

Max Phase: Preclinical

Molecular Formula: C19H26N2O5

Molecular Weight: 362.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(=O)N(c1ccccc1)C1(C(=O)OC)CCN(CC(=O)OC)CC1

Standard InChI:  InChI=1S/C19H26N2O5/c1-4-16(22)21(15-8-6-5-7-9-15)19(18(24)26-3)10-12-20(13-11-19)14-17(23)25-2/h5-9H,4,10-14H2,1-3H3

Standard InChI Key:  NHHVNGILDILSEI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA70304

   methyl 1-(2-methoxy-2-oxoethyl)-4-(N-propanoylanilino)piperidine-4-carboxylate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 362.43

Molecular Weight (Monoisotopic): 362.1842

AlogP: 1.61

#Rotatable Bonds: 6

Polar Surface Area: 76.15

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.41

CX LogP: 1.28

CX LogD: 1.27

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: -0.64

References

1. Feldman PL, James MK, Brackeen MF, Bilotta JM, Schuster SV, Lahey AP, Lutz MW, Johnson MR, Leighton HJ..  (1991)  Design, synthesis, and pharmacological evaluation of ultrashort- to long-acting opioid analgetics.,  34  (7): [PMID:2066993] [10.1021/jm00111a041]

2. Metcalf MD, Aceto MD, Harris LS, Woods JH, Traynor JR, Coop A, May EL..  (2008)  The influence of esters and carboxylic acids as the N-substituent of opioids. Part 1: Benzomorphans.,  16  (2): [PMID:17962026] [10.1016/j.bmc.2007.10.030]

Source

Source(1):

• Scientific Literature