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

ID: ALA5196259

Chembl Id: CHEMBL5196259

PubChem CID: 168288087

Max Phase: Preclinical

Molecular Formula: C34H25ClF3N5O2S

Molecular Weight: 660.12

Names and Identifiers

Canonical SMILES:  O=C1NC(c2cccc(NCc3ccc(F)cc3)n2)(c2cccc(Nc3ccc(F)c(F)c3)n2)CC(O)=C1Sc1ccccc1Cl

Standard InChI:  InChI=1S/C34H25ClF3N5O2S/c35-23-5-1-2-6-27(23)46-32-26(44)18-34(43-33(32)45,28-7-3-9-30(41-28)39-19-20-11-13-21(36)14-12-20)29-8-4-10-31(42-29)40-22-15-16-24(37)25(38)17-22/h1-17,44H,18-19H2,(H,39,41)(H,40,42)(H,43,45)

Standard InChI Key:  XLIRIXDHTSWQIN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5196259

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 660.12

Molecular Weight (Monoisotopic): 659.1370

AlogP: 8.23

#Rotatable Bonds: 9

Polar Surface Area: 99.17

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.87

CX Basic pKa: 6.21

CX LogP: 6.55

CX LogD: 5.56

Aromatic Rings: 5

Heavy Atoms: 46

QED Weighted: 0.13

Np Likeness Score: -1.25

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

Source(1):

• Scientific Literature