4-[3-Oxo-3-piperidin-1-yl-2-(toluene-4-sulfonylamino)-propyl]-benzamidine

ID: ALA1160522

Cas Number: 80456-99-1

PubChem CID: 133476

Max Phase: Preclinical

Molecular Formula: C22H28N4O3S

Molecular Weight: 428.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)NC(Cc2ccc(C(=N)N)cc2)C(=O)N2CCCCC2)cc1

Standard InChI:  InChI=1S/C22H28N4O3S/c1-16-5-11-19(12-6-16)30(28,29)25-20(22(27)26-13-3-2-4-14-26)15-17-7-9-18(10-8-17)21(23)24/h5-12,20,25H,2-4,13-15H2,1H3,(H3,23,24)

Standard InChI Key:  PMAVBGMUJOOBHN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
    4.6250   -3.4417    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6250   -2.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2125   -2.7292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2125   -1.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3875   -1.2917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3000   -3.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3042   -4.4792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8375   -4.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9000   -3.8542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4500   -3.4417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4500   -2.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5750   -3.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6250   -0.5792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6250   -4.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2500   -4.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5750   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8750   -3.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0125   -3.2417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1625   -2.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1625   -3.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8625   -2.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4500   -5.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8375   -5.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2500   -5.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9750   -2.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9750   -0.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4625   -6.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1500   -0.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1500   -2.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7375   -1.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  1  1  0
  4  2  1  0
  5  4  1  0
  6 12  1  0
  7  6  2  0
  8  1  1  0
  9  1  2  0
 10  1  2  0
 11  2  1  0
 12 16  1  0
 13  4  2  0
 14  8  1  0
 15  8  2  0
 16 21  2  0
 17 20  1  0
 18  6  1  0
 19 11  1  0
 20 19  2  0
 21 19  1  0
 22 15  1  0
 23 14  2  0
 24 22  2  0
 25  5  1  0
 26  5  1  0
 27 24  1  0
 28 26  1  0
 29 25  1  0
 30 28  1  0
 23 24  1  0
 17 12  2  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1160522

   Piperidine, 1-(3-(4-(aminoiminomethyl)phenyl)-2-((4-methylphenyl)sulfonylamino)-1-oxopropyl)-

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: 428.56

Molecular Weight (Monoisotopic): 428.1882

AlogP: 2.18

#Rotatable Bonds: 7

Polar Surface Area: 116.35

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.33

CX Basic pKa: 11.53

CX LogP: 2.04

CX LogD: 0.09

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.46

Np Likeness Score: -1.03

References

1. Cozzini P, Fornabaio M, Marabotti A, Abraham DJ, Kellogg GE, Mozzarelli A..  (2002)  Simple, intuitive calculations of free energy of binding for protein-ligand complexes. 1. Models without explicit constrained water.,  45  (12): [PMID:12036355] [10.1021/jm0200299]

Source

Source(1):

• Scientific Literature