(5R,8S,11S,14S,17S,20R)-5-[(2-aminoacetyl)amino]-14-(2-carboxyethyl)-11-(3-guanidinopropyl)-8-[(1R)-1-hydroxyethyl]-17-(1H-indol-3-ylmethyl)-6,9,12,15,18-pentaoxo-3,22-dithia-7,10,13,16,19,28-hexazabicyclo[22.3.1]octacosa-1(27),24(28),25-triene-20-carboxylic acid

ID: ALA5181364

Chembl Id: CHEMBL5181364

PubChem CID: 168277479

Max Phase: Preclinical

Molecular Formula: C41H56N12O11S2

Molecular Weight: 957.11

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@@H](O)[C@@H]1NC(=O)[C@@H](NC(=O)CN)CSCc2cccc(n2)CSC[C@@H](C(=O)O)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCCNC(=N)N)NC1=O

Standard InChI:  InChI=1S/C41H56N12O11S2/c1-21(54)34-39(62)50-27(10-5-13-45-41(43)44)35(58)49-28(11-12-33(56)57)36(59)51-29(14-22-16-46-26-9-3-2-8-25(22)26)37(60)52-31(40(63)64)20-66-18-24-7-4-6-23(47-24)17-65-19-30(38(61)53-34)48-32(55)15-42/h2-4,6-9,16,21,27-31,34,46,54H,5,10-15,17-20,42H2,1H3,(H,48,55)(H,49,58)(H,50,62)(H,51,59)(H,52,60)(H,53,61)(H,56,57)(H,63,64)(H4,43,44,45)/t21-,27+,28+,29+,30+,31+,34+/m1/s1

Standard InChI Key:  QNGWULRGLYHNTE-INDSUJOGSA-N

Alternative Forms

  1. Parent:

    ALA5181364

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Associated Targets(Human)

KLK5 Tchem Kallikrein 5 (307 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: 957.11Molecular Weight (Monoisotopic): 956.3633AlogP: -2.25#Rotatable Bonds: 13
Polar Surface Area: 386.03Molecular Species: ZWITTERIONHBA: 14HBD: 14
#RO5 Violations: 3HBA (Lipinski): 23HBD (Lipinski): 16#RO5 Violations (Lipinski): 3
CX Acidic pKa: 3.50CX Basic pKa: 11.49CX LogP: -7.75CX LogD: -7.86
Aromatic Rings: 3Heavy Atoms: 66QED Weighted: 0.05Np Likeness Score: 0.66

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