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

ID: ALA428820

PubChem CID: 14999602

Max Phase: Preclinical

Molecular Formula: C30H48N10O8

Molecular Weight: 676.78

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(=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/C30H48N10O8/c1-16(2)24(29(48)37-19(25(32)44)11-12-23(31)43)40-28(47)22(15-41)39-26(45)20(10-7-13-35-30(33)34)38-27(46)21(36-17(3)42)14-18-8-5-4-6-9-18/h4-6,8-9,16,19-22,24,41H,7,10-15H2,1-3H3,(H2,31,43)(H2,32,44)(H,36,42)(H,37,48)(H,38,46)(H,39,45)(H,40,47)(H4,33,34,35)/t19-,20-,21-,22-,24-/m0/s1

Standard InChI Key:  DXABQJRMDPXFMC-YGQNSOCVSA-N

Molfile:  

     RDKit          2D

 48 48  0  0  1  0  0  0  0  0999 V2000
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    6.5875   -7.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  8  1  0
  3  2  1  0
  4 10  1  0
  5  6  1  0
  6  7  1  0
  7  3  1  0
  8  1  1  0
  9  1  1  0
 10 16  1  0
 11  4  1  0
 12 29  2  0
 13 15  1  0
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 21  3  2  0
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 11 24  1  1
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  8 32  1  6
 33 28  1  0
 34 18  1  0
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  7 36  1  1
 37 36  1  0
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 48 46  1  0
 47 48  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA428820

   Ac-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: 676.78

Molecular Weight (Monoisotopic): 676.3657

AlogP: -3.87

#Rotatable Bonds: 21

Polar Surface Area: 316.31

Molecular Species: BASE

HBA: 9

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.65

CX Basic pKa: 10.76

CX LogP: -4.61

CX LogD: -6.71

Aromatic Rings: 1

Heavy Atoms: 48

QED Weighted: 0.03

Np Likeness Score: 0.28

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