N-((S)-1-((R)-3-(4-(2-cyanophenyl)piperazin-1-yl)-2-hydroxypropoxy)-3-phenylpropan-2-yl)-4-(trifluoromethyl)benzenesulfonamide

ID: ALA5266145

Chembl Id: CHEMBL5266145

Max Phase: Preclinical

Molecular Formula: C30H33F3N4O4S

Molecular Weight: 602.68

Associated Items:

Names and Identifiers

Canonical SMILES:  N#Cc1ccccc1N1CCN(C[C@@H](O)COC[C@H](Cc2ccccc2)NS(=O)(=O)c2ccc(C(F)(F)F)cc2)CC1

Standard InChI:  InChI=1S/C30H33F3N4O4S/c31-30(32,33)25-10-12-28(13-11-25)42(39,40)35-26(18-23-6-2-1-3-7-23)21-41-22-27(38)20-36-14-16-37(17-15-36)29-9-5-4-8-24(29)19-34/h1-13,26-27,35,38H,14-18,20-22H2/t26-,27+/m0/s1

Standard InChI Key:  CTYFJJGDZUXTIC-RRPNLBNLSA-N

Alternative Forms

  1. Parent:

    ALA5266145

    ---

Associated Targets(Human)

CTSL Tclin Cathepsin L (3852 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CTSS Tchem Cathepsin S (3285 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CTSB Tchem Cathepsin B (3822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CTSK Tchem Cathepsin K (3011 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

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: 602.68Molecular Weight (Monoisotopic): 602.2175AlogP: 3.67#Rotatable Bonds: 12
Polar Surface Area: 105.90Molecular Species: NEUTRALHBA: 7HBD: 2
#RO5 Violations: 1HBA (Lipinski): 8HBD (Lipinski): 2#RO5 Violations (Lipinski): 1
CX Acidic pKa: 10.10CX Basic pKa: 7.47CX LogP: 4.69CX LogD: 4.35
Aromatic Rings: 3Heavy Atoms: 42QED Weighted: 0.33Np Likeness Score: -1.37

References

1. Huang H, Zhang Y, Xu X, Liu Y, Zhao J, Ma L, Lei J, Ge W, Li N, Ma E, Li Y, Yuan L..  (2023)  Design and synthesis of dual cathepsin L and S inhibitors and antimetastatic activity evaluation in pancreatic cancer cells.,  80  [PMID:36427655] [10.1016/j.bmcl.2022.129087]

Source