(2S)-3-hydroxy-2-[[(5R,8S,11S,14S,17S,20R)-11-[(4-hydroxyphenyl)methyl]-8,14-diisobutyl-17-methyl-6,9,12,15,18-pentaoxo-5-[[(2S)-pyrrolidine-2-carbonyl]amino]-3,22-dithia-7,10,13,16,19,28-hexazabicyclo[22.3.1]octacosa-1(28),24,26-triene-20-carbonyl]amino]propanoic acid

ID: ALA5189873

Chembl Id: CHEMBL5189873

PubChem CID: 168283257

Max Phase: Preclinical

Molecular Formula: C45H65N9O11S2

Molecular Weight: 972.20

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H]1NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@@H]2CCCN2)CSCc2cccc(n2)CSC[C@@H](C(=O)N[C@@H](CO)C(=O)O)NC(=O)[C@H](C)NC1=O

Standard InChI:  InChI=1S/C45H65N9O11S2/c1-24(2)16-32-40(59)47-26(5)38(57)53-36(44(63)52-35(19-55)45(64)65)22-66-20-28-8-6-9-29(48-28)21-67-23-37(54-39(58)31-10-7-15-46-31)43(62)50-33(17-25(3)4)41(60)51-34(42(61)49-32)18-27-11-13-30(56)14-12-27/h6,8-9,11-14,24-26,31-37,46,55-56H,7,10,15-23H2,1-5H3,(H,47,59)(H,49,61)(H,50,62)(H,51,60)(H,52,63)(H,53,57)(H,54,58)(H,64,65)/t26-,31-,32-,33-,34-,35-,36-,37-/m0/s1

Standard InChI Key:  NFPYNBUHTPDWDW-MYFVKIJRSA-N

Alternative Forms

  1. Parent:

    ALA5189873

    ---

Associated Targets(Human)

KLK7 Tchem Kallikrein 7 (657 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: 972.20Molecular Weight (Monoisotopic): 971.4245AlogP: -0.16#Rotatable Bonds: 12
Polar Surface Area: 306.38Molecular Species: ZWITTERIONHBA: 14HBD: 11
#RO5 Violations: 3HBA (Lipinski): 20HBD (Lipinski): 11#RO5 Violations (Lipinski): 3
CX Acidic pKa: 3.47CX Basic pKa: 9.50CX LogP: -2.84CX LogD: -2.85
Aromatic Rings: 2Heavy Atoms: 67QED Weighted: 0.13Np Likeness Score: 0.65

References

1. Gonschorek P, Zorzi A, Maric T, Le Jeune M, Schüttel M, Montagnon M, Gómez-Ojea R, Vollmar DP, Whitfield C, Reymond L, Carle V, Verma H, Schilling O, Hovnanian A, Heinis C..  (2022)  Phage Display Selected Cyclic Peptide Inhibitors of Kallikrein-Related Peptidases 5 and 7 and Their In Vivo Delivery to the Skin.,  65  (14.0): [PMID:35653695] [10.1021/acs.jmedchem.2c00306]

Source