(S)-2-amino-5-guanidino-N-((2S,3R)-3-hydroxy-1-((2S,3R)-3-hydroxy-1-((S)-3-(4-hydroxyphenyl)-1-(4-nitrophenylamino)-1-oxopropan-2-ylamino)-1-oxobutan-2-ylamino)-1-oxobutan-2-yl)pentanamide

ID: ALA4454436

Chembl Id: CHEMBL4454436

PubChem CID: 155524141

Max Phase: Preclinical

Molecular Formula: C29H41N9O9

Molecular Weight: 659.70

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@@H](O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](N)CCCNC(=N)N)[C@@H](C)O)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)Nc1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C29H41N9O9/c1-15(39)23(37-28(45)24(16(2)40)36-25(42)21(30)4-3-13-33-29(31)32)27(44)35-22(14-17-5-11-20(41)12-6-17)26(43)34-18-7-9-19(10-8-18)38(46)47/h5-12,15-16,21-24,39-41H,3-4,13-14,30H2,1-2H3,(H,34,43)(H,35,44)(H,36,42)(H,37,45)(H4,31,32,33)/t15-,16-,21+,22+,23+,24+/m1/s1

Standard InChI Key:  VNQZSPBSDRAUAC-TWBKAFHOSA-N

Alternative Forms

  1. Parent:

    ALA4454436

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Associated Targets(Human)

CMA1 Tchem Chymase (726 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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: 659.70Molecular Weight (Monoisotopic): 659.3027AlogP: -1.71#Rotatable Bonds: 17
Polar Surface Area: 308.15Molecular Species: BASEHBA: 11HBD: 11
#RO5 Violations: 3HBA (Lipinski): 18HBD (Lipinski): 13#RO5 Violations (Lipinski): 3
CX Acidic pKa: 9.50CX Basic pKa: 11.61CX LogP: -2.11CX LogD: -4.29
Aromatic Rings: 2Heavy Atoms: 47QED Weighted: 0.03Np Likeness Score: -0.08

References

1. Li CY, Yap K, Swedberg JE, Craik DJ, de Veer SJ..  (2020)  Binding Loop Substitutions in the Cyclic Peptide SFTI-1 Generate Potent and Selective Chymase Inhibitors.,  63  (2): [PMID:31855419] [10.1021/acs.jmedchem.9b01811]

Source