(3S)-3-((S)-2-acetamido-3-methylbutanamido)-4-((2S)-1-((2S,3S)-2-((3S)-2-hydroxy-5-oxotetrahydrofuran-3-ylcarbamoyl)-3-isopropoxypiperidin-1-yl)-3-methyl-1-oxobutan-2-ylamino)-4-oxobutanoic acid

ID: ALA1835323

PubChem CID: 56666821

Max Phase: Preclinical

Molecular Formula: C29H47N5O11

Molecular Weight: 641.72

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CC(=O)N[C@H](C(=O)N[C@@H](CC(=O)O)C(=O)N[C@H](C(=O)N1CCC[C@H](OC(C)C)[C@H]1C(=O)N[C@H]1CC(=O)OC1O)C(C)C)C(C)C

Standard InChI: InChI=1S/C29H47N5O11/c1-13(2)22(30-16(7)35)26(40)31-17(11-20(36)37)25(39)33-23(14(3)4)28(42)34-10-8-9-19(44-15(5)6)24(34)27(41)32-18-12-21(38)45-29(18)43/h13-15,17-19,22-24,29,43H,8-12H2,1-7H3,(H,30,35)(H,31,40)(H,32,41)(H,33,39)(H,36,37)/t17-,18-,19-,22-,23-,24-,29?/m0/s1

Standard InChI Key: NVQVHKOTIQUHQE-MYZDDSFLSA-N

Molfile:

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M  END

Associated Targets(Human)

CASP2 Tchem Caspase-2 (173 Activities)

Discover Target: CASP2

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

CASP3 Tchem Caspase-3 (3632 Activities)

Discover Target: CASP3

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: 641.72	Molecular Weight (Monoisotopic): 641.3272	AlogP: -1.22	#Rotatable Bonds: 14
Polar Surface Area: 229.77	Molecular Species: ACID	HBA: 10	HBD: 6
#RO5 Violations: 2	HBA (Lipinski): 16	HBD (Lipinski): 6	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 4.26	CX Basic pKa: ┄	CX LogP: -1.38	CX LogD: -4.37
Aromatic Rings: ┄	Heavy Atoms: 45	QED Weighted: 0.12	Np Likeness Score: 0.33

References

1. Maillard MC, Brookfield FA, Courtney SM, Eustache FM, Gemkow MJ, Handel RK, Johnson LC, Johnson PD, Kerry MA, Krieger F, Meniconi M, Muñoz-Sanjuán I, Palfrey JJ, Park H, Schaertl S, Taylor MG, Weddell D, Dominguez C.. (2011) Exploiting differences in caspase-2 and -3 S₂ subsites for selectivity: structure-based design, solid-phase synthesis and in vitro activity of novel substrate-based caspase-2 inhibitors., 19 (19): [PMID:21903398] [10.1016/j.bmc.2011.08.020]
2. Chen, Yi-Hua YH and 9 more authors. 2006-03-09 Design, synthesis, and biological evaluation of isoquinoline-1,3,4-trione derivatives as potent caspase-3 inhibitors. [PMID:16509578]
3. Maillard, Michel C MC and 17 more authors. 2011-10-01 Exploiting differences in caspase-2 and -3 S₂ subsites for selectivity: structure-based design, solid-phase synthesis and in vitro activity of novel substrate-based caspase-2 inhibitors. [PMID:21903398]

(3S)-3-((S)-2-acetamido-3-methylbutanamido)-4-((2S)-1-((2S,3S)-2-((3S)-2-hydroxy-5-oxotetrahydrofuran-3-ylcarbamoyl)-3-isopropoxypiperidin-1-yl)-3-methyl-1-oxobutan-2-ylamino)-4-oxobutanoic acid

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source