(1S,3'R,6'R,7'S,8'E,15'R)-6-chloro-7'-(2-(dimethylamino)-2-oxoethoxy)-N-(dimethylsulfamoyl)-15'-hydroxy-12'-methyl-13'-oxo-3,4-dihydro-2H-spiro[naphthalene-1,22'-[20]oxa[1,12]diazatetracyclo[14.7.2.0(3,6).0(19,24)]pentacosa[8,16,18,24]tetraene]-15'-carboxamide

ID: ALA4535151

Chembl Id: CHEMBL4535151

PubChem CID: 155547704

Max Phase: Preclinical

Molecular Formula: C39H52ClN5O8S

Molecular Weight: 786.39

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)CO[C@H]1/C=C/CCN(C)C(=O)C[C@](O)(C(=O)NS(=O)(=O)N(C)C)c2ccc3c(c2)N(C[C@@H]2CC[C@H]21)C[C@@]1(CCCc2cc(Cl)ccc21)CO3

Standard InChI:  InChI=1S/C39H52ClN5O8S/c1-42(2)36(47)23-52-33-10-6-7-18-44(5)35(46)21-39(49,37(48)41-54(50,51)43(3)4)28-12-16-34-32(20-28)45(22-27-11-14-30(27)33)24-38(25-53-34)17-8-9-26-19-29(40)13-15-31(26)38/h6,10,12-13,15-16,19-20,27,30,33,49H,7-9,11,14,17-18,21-25H2,1-5H3,(H,41,48)/b10-6+/t27-,30+,33-,38-,39+/m0/s1

Standard InChI Key:  HRXIGERDBGMAPP-FTWHAGGKSA-N

Alternative Forms

  1. Parent:

    ALA4535151

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Associated Targets(Human)

OPM-2 (216 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCL1 Tchem Induced myeloid leukemia cell differentiation protein Mcl-1 (3820 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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: 786.39Molecular Weight (Monoisotopic): 785.3225AlogP: 3.23#Rotatable Bonds: 6
Polar Surface Area: 149.03Molecular Species: ACIDHBA: 9HBD: 2
#RO5 Violations: 1HBA (Lipinski): 13HBD (Lipinski): 2#RO5 Violations (Lipinski): 2
CX Acidic pKa: 3.61CX Basic pKa: 4.71CX LogP: 1.81CX LogD: 1.71
Aromatic Rings: 2Heavy Atoms: 54QED Weighted: 0.42Np Likeness Score: -0.03

References

1. Rescourio G, Gonzalez AZ, Jabri S, Belmontes B, Moody G, Whittington D, Huang X, Caenepeel S, Cardozo M, Cheng AC, Chow D, Dou H, Jones A, Kelly RC, Li Y, Lizarzaburu M, Lo MC, Mallari R, Meleza C, Rew Y, Simonovich S, Sun D, Turcotte S, Yan X, Wong SG, Yanez E, Zancanella M, Houze J, Medina JC, Hughes PE, Brown SP..  (2019)  Discovery and in Vivo Evaluation of Macrocyclic Mcl-1 Inhibitors Featuring an α-Hydroxy Phenylacetic Acid Pharmacophore or Bioisostere.,  62  (22): [PMID:31736296] [10.1021/acs.jmedchem.9b01310]

Source