SID118045978

ID: ALA1873576

Cas Number: 98806-53-2

PubChem CID: 493038

Max Phase: Preclinical

Molecular Formula: C27H20N4O2

Molecular Weight: 432.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(-c2nc3cc(NC(=O)c4ccccc4)ccc3[nH]2)cc1)c1ccccc1

Standard InChI:  InChI=1S/C27H20N4O2/c32-26(19-7-3-1-4-8-19)28-21-13-11-18(12-14-21)25-30-23-16-15-22(17-24(23)31-25)29-27(33)20-9-5-2-6-10-20/h1-17H,(H,28,32)(H,29,33)(H,30,31)

Standard InChI Key:  HNFDASCPIUGCNQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
    4.9989    0.3139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4286   -1.5275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3564   -0.7660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3564    0.5689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2844   -0.9236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4286   -0.0986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1410   -0.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1410    0.3139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8714   -0.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0464   -0.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8555   -0.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5699   -0.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8555    0.7264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5699    0.3139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3661   -0.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3661    0.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6036   -0.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1911   -0.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1911    0.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9989   -0.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7133   -0.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8411   -0.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6661   -0.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4278   -0.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7133   -1.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0786   -1.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0786   -0.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1423   -0.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4278   -2.1611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1423   -1.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9036   -1.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9036   -0.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3161   -0.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  2  0
  2 22  2  0
  3  7  1  0
  3  9  2  0
  4  8  1  0
  4  9  1  0
  5 12  1  0
  5 20  1  0
  6 17  1  0
  6 22  1  0
  7  8  2  0
  7 11  1  0
  8 13  1  0
  9 10  1  0
 10 15  2  0
 10 16  1  0
 11 12  2  0
 12 14  1  0
 13 14  2  0
 15 18  1  0
 16 19  2  0
 17 18  2  0
 17 19  1  0
 20 21  1  0
 21 24  2  0
 21 25  1  0
 22 23  1  0
 23 26  2  0
 23 27  1  0
 24 28  1  0
 25 29  2  0
 26 31  1  0
 27 32  2  0
 28 30  2  0
 29 30  1  0
 31 33  2  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1873576

   N-[4-(6-benzamido-1H-benzimidazol-2-yl)phenyl]benzamide

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: 432.48

Molecular Weight (Monoisotopic): 432.1586

AlogP: 5.73

#Rotatable Bonds: 5

Polar Surface Area: 86.88

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.54

CX Basic pKa: 5.14

CX LogP: 5.47

CX LogD: 5.47

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.33

Np Likeness Score: -1.12

References

1. PubChem BioAssay data set, 

2. Kher SS, Penzo M, Fulle S, Finn PW, Blackman MJ, Jirgensons A..  (2014)  Substrate derived peptidic α-ketoamides as inhibitors of the malarial protease PfSUB1.,  24  (18): [PMID:25129616] [10.1016/j.bmcl.2014.07.086]

3. 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(2):

• Scientific Literature
• PubChem BioAssays