CGKRK

ID: ALA1256951

PubChem CID: 11180839

Max Phase: Preclinical

Molecular Formula: C23H46N10O6S

Molecular Weight: 590.75

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@H](NC(=O)[C@H](CCCCN)NC(=O)CNC(=O)[C@@H](N)CS)C(=O)N[C@@H](CCCCN)C(=O)O

Standard InChI:  InChI=1S/C23H46N10O6S/c24-9-3-1-6-15(31-18(34)12-30-19(35)14(26)13-40)20(36)32-16(8-5-11-29-23(27)28)21(37)33-17(22(38)39)7-2-4-10-25/h14-17,40H,1-13,24-26H2,(H,30,35)(H,31,34)(H,32,36)(H,33,37)(H,38,39)(H4,27,28,29)/t14-,15-,16-,17-/m0/s1

Standard InChI Key:  KJVVMRURBCSZHH-QAETUUGQSA-N

Molfile:  

     RDKit          2D

 40 39  0  0  0  0  0  0  0  0999 V2000
   -5.0013    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    1.6500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -2.4751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  7  1  0
 10 11  1  0
 14 24  1  0
 27 31  1  0
 34 40  1  0
  1  2  1  0
  2  4  1  0
  4  3  2  0
  2  5  1  1
  5  6  1  0
  7  8  1  0
  8 10  1  0
 10  9  2  0
 11 12  1  0
 12 14  1  0
 14 13  2  0
 12 15  1  1
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 24 25  1  0
 25 27  1  0
 27 26  2  0
 25 28  1  6
 28 29  1  0
 29 30  1  0
 30 20  1  0
 31 32  1  0
 32 34  1  0
 34 33  2  0
 32 35  1  1
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1256951

   H-Cys-Gly-Lys-Arg-Lys-OH

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: 590.75

Molecular Weight (Monoisotopic): 590.3323

AlogP: -3.58

#Rotatable Bonds: 22

Polar Surface Area: 293.66

Molecular Species: ZWITTERION

HBA: 10

HBD: 12

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.75

CX Basic pKa: 11.72

CX LogP: -7.19

CX LogD: -11.81

Aromatic Rings: ┄

Heavy Atoms: 40

QED Weighted: 0.03

Np Likeness Score: 0.28

References

1. Huang CM, Torpey JW, Liu YT, Chen YR, Williams KE, Komives EA, Gallo RL..  (2008)  A peptide with a ProGln C terminus in the human saliva peptidome exerts bactericidal activity against Propionibacterium acnes.,  52  (5): [PMID:18285475] [10.1128/aac.01347-07]

Source

Source(1):

• Scientific Literature