N-[1-((S)-(S)-4-Benzoyl-6-(S)-oxo-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl)-3-methyl-butyl]-4-tert-butyl-benzamide

ID: ALA607169

PubChem CID: 11191320

Max Phase: Preclinical

Molecular Formula: C30H37N3O4

Molecular Weight: 503.64

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CC(C)C[C@H](NC(=O)c1ccc(C(C)(C)C)cc1)C(=O)N1CC[C@@H]2[C@H]1C(=O)CN2C(=O)c1ccccc1

Standard InChI: InChI=1S/C30H37N3O4/c1-19(2)17-23(31-27(35)20-11-13-22(14-12-20)30(3,4)5)29(37)32-16-15-24-26(32)25(34)18-33(24)28(36)21-9-7-6-8-10-21/h6-14,19,23-24,26H,15-18H2,1-5H3,(H,31,35)/t23-,24+,26-/m0/s1

Standard InChI Key: UDPRWQLZVHVIPZ-GSLIJJQTSA-N

Molfile:

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M  END

Associated Targets(Human)

CTSK Tchem Cathepsin K (3011 Activities)

Discover Target: CTSK

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CTSS Tchem Cathepsin S (3285 Activities)

Discover Target: CTSS

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

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: 503.64	Molecular Weight (Monoisotopic): 503.2784	AlogP: 3.82	#Rotatable Bonds: 6
Polar Surface Area: 86.79	Molecular Species: NEUTRAL	HBA: 4	HBD: 1
#RO5 Violations: 1	HBA (Lipinski): 7	HBD (Lipinski): 1	#RO5 Violations (Lipinski): 1
CX Acidic pKa: ┄	CX Basic pKa: ┄	CX LogP: 4.30	CX LogD: 4.30
Aromatic Rings: 2	Heavy Atoms: 37	QED Weighted: 0.65	Np Likeness Score: -0.58

References

1. Wang Y, Benn A, Flinn N, Monk T, Ramjee M, Watts J, Quibell M.. (2005) cis-6-oxo-hexahydro-2-oxa-1,4-diazapentalene and cis-6-oxo-hexahydropyrrolo[3,2-c]pyrazole based scaffolds: design rationale, synthesis and cysteinyl proteinase inhibition., 15 (5): [PMID:15713380] [10.1016/j.bmcl.2005.01.022]
2. Allen JG, Fotsch C, Babij P.. (2010) Emerging targets in osteoporosis disease modification., 53 (11): [PMID:20218623] [10.1021/jm9018756]
3. Marquis, R W RW and 18 more authors. 2001-03-01 Cyclic ketone inhibitors of the cysteine protease cathepsin K. [PMID:11262083]
4. Mendonca, Rohan V RV, Venkatraman, Shankar S and Palmer, James T JT. 2002-10-21 Novel route to the synthesis of peptides containing 2-amino-1'-hydroxymethyl ketones and their application as cathepsin K inhibitors. [PMID:12270170]
5. Robichaud, Joël J and 13 more authors. 2003-08-14 A novel class of nonpeptidic biaryl inhibitors of human cathepsin K. [PMID:12904076]
6. Tavares, Francis X FX and 12 more authors. 2004-01-29 Design of potent, selective, and orally bioavailable inhibitors of cysteine protease cathepsin k. [PMID:14736240]
7. Tavares, Francis X FX and 5 more authors. 2004-10-07 Potent and selective ketoamide-based inhibitors of cysteine protease, cathepsin K. [PMID:15456248]
8. Tavares, Francis X FX, Deaton, David N DN, Miller, Larry R LR and Wright, Lois L LL. 2004-10-07 Ketoamide-based inhibitors of cysteine protease, cathepsin K: P3 modifications. [PMID:15456249]
9. Barrett, David G DG and 8 more authors. 2005-05-02 A structural screening approach to ketoamide-based inhibitors of cathepsin K. [PMID:15837295]
10. Falgueyret, Jean-Pierre JP and 10 more authors. 2005-12-01 Lysosomotropism of basic cathepsin K inhibitors contributes to increased cellular potencies against off-target cathepsins and reduced functional selectivity. [PMID:16302795]
11. Palmer, James T JT and 6 more authors. 2006-06-01 Keto-1,3,4-oxadiazoles as cathepsin K inhibitors. [PMID:16546382]
12. Setti, Eduardo L EL and 7 more authors. 2006-08-15 Design and synthesis of tetracyclic nonpeptidic biaryl nitrile inhibitors of cathepsin K. [PMID:16750630]
13. Mott, Bryan T and 15 more authors. 2010-01-14 Identification and optimization of inhibitors of Trypanosomal cysteine proteases: cruzain, rhodesain, and TbCatB. [PMID:19908842]
14. Pan, Xulin X, Tan, Ninghua N, Zeng, Guangzhi G, Huang, Huoqiang H and Yan, He H. 2010-02 3D QSAR studies on ketoamides of human cathepsin K inhibitors based on two different alignment methods. [PMID:19962796]
15. Rankovic, Zoran Z and 30 more authors. 2010-03-01 Design and optimization of a series of novel 2-cyano-pyrimidines as cathepsin K inhibitors. [PMID:20149657]
16. Rankovic, Zoran Z and 14 more authors. 2010-03-01 Dioxo-triazines as a novel series of cathepsin K inhibitors. [PMID:20153187]
17. Dossetter, Alexander G AG and 24 more authors. 2012-07-26 (1R,2R)-N-(1-cyanocyclopropyl)-2-(6-methoxy-1,3,4,5-tetrahydropyrido[4,3-b]indole-2-carbonyl)cyclohexanecarboxamide (AZD4996): a potent and highly selective cathepsin K inhibitor for the treatment of osteoarthritis. [PMID:22742641]
18. Borišek, Jure J and 6 more authors. 2015-09-10 Development of N-(Functionalized benzoyl)-homocycloleucyl-glycinonitriles as Potent Cathepsin K Inhibitors. [PMID:26280490]
19. Galibert, Matthieu M and 10 more authors. 2018-01-20 Substrate-derived triazolo- and azapeptides as inhibitors of cathepsins K and S. [PMID:29272750]
20. Yuan, Xiao-Yu XY and 7 more authors. 2019-03-15 Design, synthesis and biological evaluation of inhibitors of cathepsin K on dedifferentiated chondrocytes. [PMID:30773420]

N-[1-((S)-(S)-4-Benzoyl-6-(S)-oxo-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl)-3-methyl-butyl]-4-tert-butyl-benzamide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source