1-(2-Acetylamino-3-hydroxy-propionyl)-pyrrolidine-2-carboxylic acid {1-[1-(1-carbamoyl-2-hydroxy-ethylcarbamoyl)-4-guanidino-butylcarbamoyl]-2-phenyl-ethyl}-amide

ID: ALA321718

PubChem CID: 14999610

Max Phase: Preclinical

Molecular Formula: C28H43N9O8

Molecular Weight: 633.71

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(N)=O

Standard InChI:  InChI=1S/C28H43N9O8/c1-16(40)33-21(15-39)27(45)37-12-6-10-22(37)26(44)35-19(13-17-7-3-2-4-8-17)25(43)34-18(9-5-11-32-28(30)31)24(42)36-20(14-38)23(29)41/h2-4,7-8,18-22,38-39H,5-6,9-15H2,1H3,(H2,29,41)(H,33,40)(H,34,43)(H,35,44)(H,36,42)(H4,30,31,32)/t18-,19-,20-,21-,22-/m0/s1

Standard InChI Key:  MZNNHWHLAUCULO-YFNVTMOMSA-N

Molfile:  

     RDKit          2D

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  7 16  1  0
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  4 14  1  1
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M  END

Alternative Forms

1. Parent:

   

   ALA321718

   Ac-Ser-Pro-Phe-Arg-Ser-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: 633.71

Molecular Weight (Monoisotopic): 633.3235

AlogP: -4.30

#Rotatable Bonds: 17

Polar Surface Area: 284.66

Molecular Species: BASE

HBA: 9

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.67

CX Basic pKa: 10.77

CX LogP: -5.12

CX LogD: -7.21

Aromatic Rings: 1

Heavy Atoms: 45

QED Weighted: 0.05

Np Likeness Score: 0.11

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