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

ID: ALA5220661

PubChem CID: 168298394

Max Phase: Preclinical

Molecular Formula: C23H26N4O3S2

Molecular Weight: 470.62

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H26N4O3S2/c1-15(24)13-25-32(29,30)19-11-9-18(10-12-19)17-7-5-16(6-8-17)14-31-23-26-21-4-2-3-20(21)22(28)27-23/h5-12,15,25H,2-4,13-14,24H2,1H3,(H,26,27,28)

Standard InChI Key:  FOPJVLNZWRCZFI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   -3.4360    0.0023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7214    0.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0095    0.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0095   -0.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7195   -1.2341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4360   -0.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1506   -1.2386    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1506   -2.0638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4360   -2.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5640   -0.5225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9757   -1.2386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2948    0.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2946    1.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5818    1.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1330    1.2386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1346    0.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5772    0.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8476    1.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5623    1.2386    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2769    1.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2769    2.4764    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9915    2.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7061    2.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7061    1.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9915    1.2386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4908    1.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9757    2.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4909    2.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9915    3.7142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4360   -3.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7214   -3.7142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1506   -3.7142    0.0000 N   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
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5220661

   ---

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: 470.62

Molecular Weight (Monoisotopic): 470.1446

AlogP: 2.84

#Rotatable Bonds: 8

Polar Surface Area: 117.94

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.65

CX Basic pKa: 9.31

CX LogP: 2.25

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.34

Np Likeness Score: -1.50

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