N-((S)-3-((1R,3R,5S)-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo(3.2.1]Octan-8-yl)-1-(4-methylthiophen-2-yl)-propyl)-1-(methylsulfonyl)piperidine-4-carboxamide

ID: ALA5204027

Chembl Id: CHEMBL5204027

PubChem CID: 168293785

Max Phase: Preclinical

Molecular Formula: C28H44N6O3S2

Molecular Weight: 576.83

Names and Identifiers

Canonical SMILES:  Cc1csc([C@H](CCN2[C@@H]3CC[C@H]2C[C@H](n2c(C)nnc2C(C)C)C3)NC(=O)C2CCN(S(C)(=O)=O)CC2)c1

Standard InChI:  InChI=1S/C28H44N6O3S2/c1-18(2)27-31-30-20(4)34(27)24-15-22-6-7-23(16-24)33(22)13-10-25(26-14-19(3)17-38-26)29-28(35)21-8-11-32(12-9-21)39(5,36)37/h14,17-18,21-25H,6-13,15-16H2,1-5H3,(H,29,35)/t22-,23+,24-,25-/m0/s1

Standard InChI Key:  IEPXWDCXYAYQPU-NDBXHCKUSA-N

Alternative Forms

1. Parent:

   

   ALA5204027

   ---

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: 576.83

Molecular Weight (Monoisotopic): 576.2916

AlogP: 4.17

#Rotatable Bonds: 9

Polar Surface Area: 100.43

Molecular Species: BASE

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.29

CX Basic pKa: 9.12

CX LogP: 1.66

CX LogD: -0.06

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.48

Np Likeness Score: -1.44

References

1. Xie X, Zheng YG, Chen H, Li J, Luo RH, Chen L, Zheng CB, Zhang S, Peng P, Ma D, Yang LM, Zheng YT, Liu H, Wang J..  (2022)  Structure-Based Design of Tropane Derivatives as a Novel Series of CCR5 Antagonists with Broad-Spectrum Anti-HIV-1 Activities and Improved Oral Bioavailability.,  65  (24.0): [PMID:36472561] [10.1021/acs.jmedchem.2c01383]

Source

Source(1):

• Scientific Literature