(4R,7S,10S,13S,16S,19S,22R)-22-amino-13-(2-carboxyethyl)-10,16-bis(hydroxymethyl)-7-isobutyl-19-methyl-6,9,12,15,18,21-hexaoxo-1,2-dithia-5,8,11,14,17,20-hexazacyclotricosane-4-carboxylic acid

ID: ALA5290839

Max Phase: Preclinical

Molecular Formula: C26H43N7O12S2

Molecular Weight: 709.80

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H]1NC(=O)[C@H](CO)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CO)NC(=O)[C@H](C)NC(=O)[C@@H](N)CSSC[C@@H](C(=O)O)NC1=O

Standard InChI:  InChI=1S/C26H43N7O12S2/c1-11(2)6-15-23(41)33-18(26(44)45)10-47-46-9-13(27)21(39)28-12(3)20(38)31-16(7-34)24(42)29-14(4-5-19(36)37)22(40)32-17(8-35)25(43)30-15/h11-18,34-35H,4-10,27H2,1-3H3,(H,28,39)(H,29,42)(H,30,43)(H,31,38)(H,32,40)(H,33,41)(H,36,37)(H,44,45)/t12-,13-,14-,15-,16-,17-,18-/m0/s1

Standard InChI Key:  QGYRXMHEJTXRFR-GOMYCMKKSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5290839

   ---

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: 709.80

Molecular Weight (Monoisotopic): 709.2411

AlogP: -4.38

#Rotatable Bonds: 8

Polar Surface Area: 315.68

Molecular Species: ACID

HBA: 13

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.46

CX Basic pKa: 7.66

CX LogP: -7.79

CX LogD: -10.91

Aromatic Rings: ┄

Heavy Atoms: 47

QED Weighted: 0.11

Np Likeness Score: 1.06

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