2-(Butane-1-sulfonylamino)-3-{2-[(S)-4-(3-guanidino-propyl)-2,5-dioxo-imidazolidin-1-yl]-acetylamino}-propionic acid anion

ID: ALA1160219

PubChem CID: 44296697

Max Phase: Preclinical

Molecular Formula: C16H29N7O7S

Molecular Weight: 463.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCS(=O)(=O)NC(CNC(=O)CN1C(=O)N[C@@H](CCCN=C(N)N)C1=O)C(=O)O

Standard InChI:  InChI=1S/C16H29N7O7S/c1-2-3-7-31(29,30)22-11(14(26)27)8-20-12(24)9-23-13(25)10(21-16(23)28)5-4-6-19-15(17)18/h10-11,22H,2-9H2,1H3,(H,20,24)(H,21,28)(H,26,27)(H4,17,18,19)/t10-,11?/m0/s1

Standard InChI Key:  XGQDDTYGGROBPX-VUWPPUDQSA-N

Molfile:  

     RDKit          2D

 31 31  0  0  0  0  0  0  0  0999 V2000
    2.8417   -2.0875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -2.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1750   -1.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8167   -2.7250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7625   -2.8750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5042   -2.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4167   -2.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0375   -2.9792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5917   -1.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6292   -1.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0000   -2.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375   -2.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667   -3.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4000   -2.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2292   -2.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0000   -1.4500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667   -0.7792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0250   -2.1375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6375   -2.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3750   -1.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9750   -1.0667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667   -3.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2875   -2.6875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7208   -2.6875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4292   -3.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7250   -1.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6750   -2.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2167   -3.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1042   -2.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8292   -3.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6167   -3.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  8  1  0
  5  2  1  0
  6  3  1  0
  7 19  1  0
  8  7  1  0
  9  7  1  0
 10  1  1  0
 11 23  2  0
 12 10  1  0
 13  2  2  0
 14  4  2  0
 15  4  2  0
 16 11  1  0
 17  3  2  0
 18 12  1  0
 19 18  1  0
 20  9  1  0
 21  9  2  0
 22 12  2  0
 23 27  1  0
 24 11  1  0
 25  4  1  0
  6 26  1  1
 27 29  1  0
 28 25  1  0
 29 26  1  0
 30 28  1  0
 31 30  1  0
  6  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1160219

   2-(butylsulfonylamino)-3-[[2-[(4S)-4-[3-(diaminomethylideneamino)propyl]-2,5-dioxoimidazolidin-1-yl]acetyl]amino]propanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 463.52

Molecular Weight (Monoisotopic): 463.1849

AlogP: -2.75

#Rotatable Bonds: 14

Polar Surface Area: 226.38

Molecular Species: ZWITTERION

HBA: 7

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.28

CX Basic pKa: 11.58

CX LogP: -4.69

CX LogD: -4.69

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.07

Np Likeness Score: -0.53

References

1. Peyman A, Wehner V, Knolle J, Stilz HU, Breipohl G, Scheunemann KH, Carniato D, Ruxer JM, Gourvest JF, Gadek TR, Bodary S..  (2000)  RGD mimetics containing a central hydantoin scaffold: alpkha(v)beta3 vs alpha(IIb)beta3 selectivity requirements.,  10  (2): [PMID:10673106] [10.1016/s0960-894x(99)00661-7]

Source

Source(1):

• Scientific Literature