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5-[(2-chlorophenyl)sulfanyl]-2-[6-(cyclohexylamino)pyridin-2-yl]-6'-[(3,4-difluorophenyl)amino]-4-hydroxy-1,2,3,6-tetrahydro-[2,2'-bipyridin]-6-one

ID: ALA5181496

PubChem CID: 168272381

Max Phase: Preclinical

Molecular Formula: C33H30ClF2N5O2S

Molecular Weight: 634.15

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C1NC(c2cccc(Nc3ccc(F)c(F)c3)n2)(c2cccc(NC3CCCCC3)n2)CC(O)=C1Sc1ccccc1Cl

Standard InChI:  InChI=1S/C33H30ClF2N5O2S/c34-22-10-4-5-11-26(22)44-31-25(42)19-33(41-32(31)43,27-12-6-14-29(39-27)37-20-8-2-1-3-9-20)28-13-7-15-30(40-28)38-21-16-17-23(35)24(36)18-21/h4-7,10-18,20,42H,1-3,8-9,19H2,(H,37,39)(H,38,40)(H,41,43)

Standard InChI Key:  YZBODLLOYFPXDM-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

  1. Parent:

    ALA5181496

    ---

Associated Targets(Human)

LDHA Tchem L-lactate dehydrogenase A chain (1573 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LDHB Tchem L-lactate dehydrogenase B chain (463 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

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

Calculated Properties

Molecular Weight: 634.15Molecular Weight (Monoisotopic): 633.1777AlogP: 8.22#Rotatable Bonds: 8
Polar Surface Area: 99.17Molecular Species: ACIDHBA: 7HBD: 4
#RO5 Violations: 2HBA (Lipinski): 7HBD (Lipinski): 4#RO5 Violations (Lipinski): 2
CX Acidic pKa: 4.89CX Basic pKa: 6.24CX LogP: 6.51CX LogD: 5.54
Aromatic Rings: 4Heavy Atoms: 44QED Weighted: 0.16Np Likeness Score: -1.10

References

1. Wei B, Robarge K, Labadie SS, Chen J, Corson LB, DiPasquale A, Dragovich PS, Eigenbrot C, Evangelista M, Fauber BP, Hitz A, Hong R, Lai KW, Liu W, Ma S, Malek S, O'Brien T, Pang J, Peterson D, Salphati L, Sampath D, Sideris S, Ultsch M, Xu Z, Yen I, Yu D, Yue Q, Zhou A, Purkey HE..  (2022)  Structure-based optimization of hydroxylactam as potent, cell-active inhibitors of lactate dehydrogenase.,  59  [PMID:35065235] [10.1016/j.bmcl.2022.128576]
2. Wei B, Robarge K, Labadie SS, Chen J, Corson LB, DiPasquale A, Dragovich PS, Eigenbrot C, Evangelista M, Fauber BP, Hitz A, Hong R, Lai KW, Liu W, Ma S, Malek S, O'Brien T, Pang J, Peterson D, Salphati L, Sampath D, Sideris S, Ultsch M, Xu Z, Yen I, Yu D, Yue Q, Zhou A, Purkey HE..  (2022)  Structure-based optimization of hydroxylactam as potent, cell-active inhibitors of lactate dehydrogenase.,  59  [PMID:35065235] [10.1016/j.bmcl.2022.128576]

Source