2-[2-(4-Carbamimidoyl-benzenesulfonylamino)-acetylamino]-3-(3-carbamimidoyl-phenyl)-propionic acid

ID: ALA133027

PubChem CID: 10718240

Max Phase: Preclinical

Molecular Formula: C19H22N6O5S

Molecular Weight: 446.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(S(=O)(=O)NCC(=O)NC(Cc2cccc(C(=N)N)c2)C(=O)O)cc1

Standard InChI:  InChI=1S/C19H22N6O5S/c20-17(21)12-4-6-14(7-5-12)31(29,30)24-10-16(26)25-15(19(27)28)9-11-2-1-3-13(8-11)18(22)23/h1-8,15,24H,9-10H2,(H3,20,21)(H3,22,23)(H,25,26)(H,27,28)

Standard InChI Key:  ALBBEOUDFZPYNJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 32  0  0  0  0  0  0  0  0999 V2000
    7.5292   -0.7000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.0292   -0.3542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9042    0.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5292    0.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5167   -2.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5792    1.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0292    0.3208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0292   -1.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9875   -0.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4875   -0.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4542    0.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4875   -1.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0750   -0.4292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0167   -1.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4042    0.8958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0625   -1.7792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9917    0.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9500    0.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0792    1.6083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4917    0.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -0.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9792   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5625   -0.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0625   -1.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4792   -1.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8625   -0.0417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4792   -2.6417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1250    1.5333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4917    1.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417    1.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    1.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3 11  1  0
  4  7  1  0
  5 14  1  0
  6  4  1  0
  7  9  1  0
  8  1  1  0
  9 10  1  0
 10  2  1  0
 11 18  2  0
 12  1  2  0
 13  1  2  0
 14 24  1  0
 15  3  2  0
 16  5  2  0
 17  4  1  0
 18 20  1  0
 19  6  2  0
 20 17  1  0
 21  9  2  0
 22  8  2  0
 23  8  1  0
 24 23  2  0
 25 22  1  0
 26  3  1  0
 27  5  1  0
 28  6  1  0
 29 30  2  0
 30 31  1  0
 31 20  2  0
 14 25  2  0
 29 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA133027

   2-[2-(4-Carbamimidoyl-benzenesulfonylamino)-acetylamino]-3-(3-carbamimidoyl-phenyl)-propionic 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: 446.49

Molecular Weight (Monoisotopic): 446.1372

AlogP: -0.65

#Rotatable Bonds: 10

Polar Surface Area: 212.31

Molecular Species: ZWITTERION

HBA: 6

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.12

CX Basic pKa: 11.57

CX LogP: -3.44

CX LogD: -4.73

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.18

Np Likeness Score: -0.71

References

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Source

Source(1):

• Scientific Literature