N-(4-(methylthio)phenethyl)-2-(4-oxo-4,5-dihydro-3H-pyridazino[4,5-b]indol-3-yl)acetamide

ID: ALA1478102

PubChem CID: 135410390

Max Phase: Preclinical

Molecular Formula: C21H20N4O2S

Molecular Weight: 392.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1ccc(CCNC(=O)Cn2ncc3c([nH]c4ccccc43)c2=O)cc1

Standard InChI:  InChI=1S/C21H20N4O2S/c1-28-15-8-6-14(7-9-15)10-11-22-19(26)13-25-21(27)20-17(12-23-25)16-4-2-3-5-18(16)24-20/h2-9,12,24H,10-11,13H2,1H3,(H,22,26)

Standard InChI Key:  ZCTAMHGECGPHLM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    5.6635    2.0565    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0523    2.0565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6622    2.4690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6527    1.2496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7667    3.2940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4812    3.7065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3767    3.7065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1957    2.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4812    2.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8088    1.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4732    1.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7667    2.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1957    3.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6293    2.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9581    0.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0523    3.7065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1142    1.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7786    0.5821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6622    3.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5201    3.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0911    3.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8056    3.7065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9490    2.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2346    3.7065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5201    2.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9490    3.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2346    2.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3780    2.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0
  1 28  1  0
  2 12  2  0
  3 19  2  0
  4  9  1  0
  4 11  1  0
  5  6  1  0
  5 12  1  0
  5 16  1  0
  6 13  2  0
  7 19  1  0
  7 21  1  0
  8  9  2  0
  8 10  1  0
  8 13  1  0
  9 12  1  0
 10 11  2  0
 10 14  1  0
 11 15  1  0
 14 17  2  0
 15 18  2  0
 16 19  1  0
 17 18  1  0
 20 22  1  0
 20 24  2  0
 20 25  1  0
 21 22  1  0
 23 26  2  0
 23 27  1  0
 24 26  1  0
 25 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1478102

   ---

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: 392.48

Molecular Weight (Monoisotopic): 392.1307

AlogP: 2.96

#Rotatable Bonds: 6

Polar Surface Area: 79.78

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.39

CX Basic pKa: ┄

CX LogP: 2.77

CX LogD: 2.77

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.49

Np Likeness Score: -1.49

References

1. Lidumniece E, Withers-Martinez C, Hackett F, Blackman MJ, Jirgensons A..  (2022)  Subtilisin-like Serine Protease 1 (SUB1) as an Emerging Antimalarial Drug Target: Current Achievements in Inhibitor Discovery.,  65  (19.0): [PMID:36137276] [10.1021/acs.jmedchem.2c01093]

Source

Source(1):

• Scientific Literature