N-(3-(methylamino)propyl)-4'-((4-oxo-4,5,6,7-tetrahydro-3H-cyclopenta[d]pyrimidin-2-ylthio)methyl)biphenyl-4-sulfonamide

ID: ALA5220881

PubChem CID: 168298532

Max Phase: Preclinical

Molecular Formula: C24H28N4O3S2

Molecular Weight: 484.65

Names and Identifiers

Canonical SMILES:  CNCCCNS(=O)(=O)c1ccc(-c2ccc(CSc3nc4c(c(=O)[nH]3)CCC4)cc2)cc1

Standard InChI:  InChI=1S/C24H28N4O3S2/c1-25-14-3-15-26-33(30,31)20-12-10-19(11-13-20)18-8-6-17(7-9-18)16-32-24-27-22-5-2-4-21(22)23(29)28-24/h6-13,25-26H,2-5,14-16H2,1H3,(H,27,28,29)

Standard InChI Key:  JTUCBCNWROIZHI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   -3.4361   -0.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7214   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0096   -0.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0096   -1.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7197   -1.8531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4361   -1.4449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1508   -1.8575    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1508   -2.6828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4361   -3.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5641   -1.1416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9760   -1.8575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2949   -0.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2947    0.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5818    1.0325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1330    0.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1346   -0.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5772   -0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8477    1.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5624    0.6197    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2770    1.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2770    1.8575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9916    2.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7063    1.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7063    1.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9916    0.6197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4910    0.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9760    1.4449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4911    2.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9916    3.0954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7214   -2.6828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0068   -3.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2921   -2.6828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5775   -3.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  6  7  1  0
  7  8  1  0
  9  8  1  0
  7 10  2  0
  7 11  2  0
 12  3  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 12 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 21 20  1  0
 22 21  1  0
 23 22  1  0
 24 23  2  0
 25 24  1  0
 20 25  2  0
 24 26  1  0
 27 26  1  0
 28 27  1  0
 23 28  1  0
 22 29  2  0
  9 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5220881

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 484.65

Molecular Weight (Monoisotopic): 484.1603

AlogP: 3.11

#Rotatable Bonds: 10

Polar Surface Area: 103.95

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.65

CX Basic pKa: 10.50

CX LogP: 2.21

CX LogD: 1.80

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.23

Np Likeness Score: -1.45

References

1. Fuerst R, Choi JY, Knapinska AM, Cameron MD, Ruiz C, Delmas A, Sundrud MS, Fields GB, Roush WR..  (2022)  Development of a putative Zn²⁺-chelating but highly selective MMP-13 inhibitor.,  76  [PMID:36202189] [10.1016/j.bmcl.2022.129014]

Source

Source(1):

• Scientific Literature