N-((2R,3R,4R,5S,6R)-2-(3-(4-((N-(sec-butyl)-[1,1'-biphenyl]-4-sulfonamido)methyl)-1H-1,2,3-triazol-1-yl)propoxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide

ID: ALA5280915

Chembl Id: CHEMBL5280915

Max Phase: Preclinical

Molecular Formula: C30H41N5O8S

Molecular Weight: 631.75

Names and Identifiers

Canonical SMILES:  CCC(C)N(Cc1cn(CCCO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)nn1)S(=O)(=O)c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C30H41N5O8S/c1-4-20(2)35(44(40,41)25-13-11-23(12-14-25)22-9-6-5-7-10-22)18-24-17-34(33-32-24)15-8-16-42-30-27(31-21(3)37)29(39)28(38)26(19-36)43-30/h5-7,9-14,17,20,26-30,36,38-39H,4,8,15-16,18-19H2,1-3H3,(H,31,37)/t20?,26-,27-,28-,29-,30-/m1/s1

Standard InChI Key:  XQVUMIZAUSGCLY-JNUPWONPSA-N

Alternative Forms

1. Parent:

   

   ALA5280915

   ---

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: 631.75

Molecular Weight (Monoisotopic): 631.2676

AlogP: 1.28

#Rotatable Bonds: 14

Polar Surface Area: 176.34

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.01

CX Basic pKa: 0.05

CX LogP: 1.13

CX LogD: 1.13

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.19

Np Likeness Score: -0.48

References

1. Cuffaro D, Ciccone L, Rossello A, Nuti E, Santamaria S..  (2022)  Targeting Aggrecanases for Osteoarthritis Therapy: From Zinc Chelation to Exosite Inhibition.,  65  (20.0): [PMID:36250680] [10.1021/acs.jmedchem.2c01177]

Source

Source(1):

• Scientific Literature