2-(2-{2-[2-(2-{[1-(2-Acetylamino-3-hydroxy-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionylamino)-5-guanidino-pentanoylamino]-3-hydroxy-propionylamino}-3-methyl-butyrylamino)-pentanedioic acid diamide

ID: ALA320363

PubChem CID: 14999603

Max Phase: Preclinical

Molecular Formula: C38H60N12O11

Molecular Weight: 860.97

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](CO)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CO)C(=O)N[C@H](C(=O)N[C@@H](CCC(N)=O)C(N)=O)C(C)C

Standard InChI:  InChI=1S/C38H60N12O11/c1-20(2)30(36(60)45-23(31(40)55)13-14-29(39)54)49-34(58)26(18-51)48-32(56)24(11-7-15-43-38(41)42)46-33(57)25(17-22-9-5-4-6-10-22)47-35(59)28-12-8-16-50(28)37(61)27(19-52)44-21(3)53/h4-6,9-10,20,23-28,30,51-52H,7-8,11-19H2,1-3H3,(H2,39,54)(H2,40,55)(H,44,53)(H,45,60)(H,46,57)(H,47,59)(H,48,56)(H,49,58)(H4,41,42,43)/t23-,24-,25-,26-,27-,28-,30-/m0/s1

Standard InChI Key:  QSTGVQKXZHJTND-LETOBRCSSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA320363

   Ac-Ser-Pro-Phe-Arg-Ser-Val-Gln-NH2

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 860.97

Molecular Weight (Monoisotopic): 860.4505

AlogP: -5.41

#Rotatable Bonds: 25

Polar Surface Area: 385.95

Molecular Species: BASE

HBA: 12

HBD: 12

#RO5 Violations: 3

HBA (Lipinski): 23

HBD (Lipinski): 16

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.46

CX Basic pKa: 10.78

CX LogP: -6.50

CX LogD: -8.56

Aromatic Rings: 1

Heavy Atoms: 61

QED Weighted: 0.02

Np Likeness Score: 0.10

References

1. Deshpande MS, Burton J..  (1992)  Mapping the binding site of tissue kallikrein: preparation and testing of all possible substrate analog inhibitors homologous with the sequence of kininogen between Ser386 and Gln392.,  35  (17): [PMID:1507198] [10.1021/jm00095a002]

Source

Source(1):

• Scientific Literature