(R)-2-tert-Butoxycarbonylamino-3-[(E)-4-((5R,8S,11S)-8-isopropyl-5-methyl-6,9,13-trioxo-10-oxa-3,17-dithia-7,14,19,20-tetraaza-tricyclo[14.2.1.1(2,5)]icosa-1(18),2(20),16(19)-trien-11-yl)-but-3-enyldisulfanyl]-propionic acid

ID: ALA3329623

Chembl Id: CHEMBL3329623

PubChem CID: 118712504

Max Phase: Preclinical

Molecular Formula: C29H41N5O8S4

Molecular Weight: 715.94

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H]1NC(=O)[C@]2(C)CSC(=N2)c2csc(n2)CNC(=O)C[C@@H](/C=C/CCSSC[C@H](NC(=O)OC(C)(C)C)C(=O)O)OC1=O

Standard InChI:  InChI=1S/C29H41N5O8S4/c1-16(2)22-25(38)41-17(9-7-8-10-45-46-14-19(24(36)37)32-27(40)42-28(3,4)5)11-20(35)30-12-21-31-18(13-43-21)23-34-29(6,15-44-23)26(39)33-22/h7,9,13,16-17,19,22H,8,10-12,14-15H2,1-6H3,(H,30,35)(H,32,40)(H,33,39)(H,36,37)/b9-7+/t17-,19+,22+,29+/m1/s1

Standard InChI Key:  NPKPMYGFOWEBIA-ZNIBLERZSA-N

Alternative Forms

  1. Parent:

    ALA3329623

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Associated Targets(Human)

HDAC1 Tclin Histone deacetylase (6747 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Serum (598 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 715.94Molecular Weight (Monoisotopic): 715.1838AlogP: 3.77#Rotatable Bonds: 10
Polar Surface Area: 185.38Molecular Species: ACIDHBA: 13HBD: 4
#RO5 Violations: 2HBA (Lipinski): 13HBD (Lipinski): 4#RO5 Violations (Lipinski): 2
CX Acidic pKa: 3.85CX Basic pKa: 1.06CX LogP: 3.12CX LogD: -0.12
Aromatic Rings: 1Heavy Atoms: 46QED Weighted: 0.12Np Likeness Score: 1.13

References

1. Salvador LA, Park H, Al-Awadhi FH, Liu Y, Kim B, Zeller SL, Chen QY, Hong J, Luesch H..  (2014)  Modulation of Activity Profiles for Largazole-Based HDAC Inhibitors through Alteration of Prodrug Properties.,  (8): [PMID:25147612] [10.1021/ml500170r]

Source