N-Methyl-1-[(2R)-2-{4-[(2S)-2-methylbutoxy]phenyl}-2-[(2S)-2-phenylpropanamido]ethyl]-1H-1,2,3-triazole-4-carboxamide

ID: ALA5175064

Chembl Id: CHEMBL5175064

PubChem CID: 168275346

Max Phase: Preclinical

Molecular Formula: C27H35N5O3

Molecular Weight: 477.61

Names and Identifiers

Canonical SMILES:  CCC[C@H](C)COc1ccc([C@H](Cn2cc(C(=O)NC)nn2)NC(=O)[C@@H](C)c2ccccc2)cc1

Standard InChI:  InChI=1S/C27H35N5O3/c1-5-9-19(2)18-35-23-14-12-22(13-15-23)24(16-32-17-25(30-31-32)27(34)28-4)29-26(33)20(3)21-10-7-6-8-11-21/h6-8,10-15,17,19-20,24H,5,9,16,18H2,1-4H3,(H,28,34)(H,29,33)/t19-,20-,24-/m0/s1

Standard InChI Key:  LSFIFBCTMZGYCP-SKPFHBQLSA-N

Alternative Forms

1. Parent:

   

   ALA5175064

   ---

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: 477.61

Molecular Weight (Monoisotopic): 477.2740

AlogP: 4.11

#Rotatable Bonds: 12

Polar Surface Area: 98.14

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.60

CX Basic pKa: ┄

CX LogP: 4.64

CX LogD: 4.64

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.41

Np Likeness Score: -1.04

References

1. Rahman MT, Decker AM, Laudermilk L, Maitra R, Ma W, Ben Hamida S, Darcq E, Kieffer BL, Jin C..  (2021)  Evaluation of Amide Bioisosteres Leading to 1,2,3-Triazole Containing Compounds as GPR88 Agonists: Design, Synthesis, and Structure-Activity Relationship Studies.,  64  (16.0): [PMID:34387471] [10.1021/acs.jmedchem.1c01075]

Source

Source(1):

• Scientific Literature