(S)-4-methyl-2-(4-(4-sulfamoylphenyl)-1H-1,2,3-triazol-1-yl)pentanamide

ID: ALA5284282

Max Phase: Preclinical

Molecular Formula: C14H19N5O3S

Molecular Weight: 337.41

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H](C(N)=O)n1cc(-c2ccc(S(N)(=O)=O)cc2)nn1

Standard InChI:  InChI=1S/C14H19N5O3S/c1-9(2)7-13(14(15)20)19-8-12(17-18-19)10-3-5-11(6-4-10)23(16,21)22/h3-6,8-9,13H,7H2,1-2H3,(H2,15,20)(H2,16,21,22)/t13-/m0/s1

Standard InChI Key:  RULYMXTUXOPDIG-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   -3.0570   -2.0550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8668   -1.2522    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6572   -1.4889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8220   -0.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6504   -0.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0434   -1.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6092   -1.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7778   -1.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3885   -1.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4373   -1.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3025   -0.5523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9009   -0.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6930   -0.7061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7189   -1.5305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9427   -1.8098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2766   -0.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0629    0.6744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0736   -0.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6465    1.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4329    2.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4436    1.0444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6572    0.2472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2873   -1.1333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  2  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  9 10  1  0
  2 11  1  0
 12 10  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 13 16  1  0
 16 17  1  1
 16 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 18 22  1  0
 18 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5284282

   ---

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: 337.41

Molecular Weight (Monoisotopic): 337.1209

AlogP: 0.66

#Rotatable Bonds: 6

Polar Surface Area: 133.96

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.97

CX Basic pKa: ┄

CX LogP: 1.15

CX LogD: 1.15

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: -1.38

References

1. Kugler M, Hadzima M, Dzijak R, Rampmaier R, Srb P, Vrzal L, Voburka Z, Majer P, Řezáčová P, Vrabel M..  (2023)  Identification of specific carbonic anhydrase inhibitors via in situ click chemistry, phage-display and synthetic peptide libraries: comparison of the methods and structural study.,  14  (1): [PMID:36760748] [10.1039/d2md00330a]

Source

Source(1):

• Scientific Literature