SID56422520

ID: ALA1599569

PubChem CID: 25102434

Max Phase: Preclinical

Molecular Formula: C20H19FN4O7S

Molecular Weight: 478.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(COC(=O)c1ccc(F)c(S(=O)(=O)N2CCOCC2)c1)Nc1ccc2[nH]c(O)nc2c1

Standard InChI:  InChI=1S/C20H19FN4O7S/c21-14-3-1-12(9-17(14)33(29,30)25-5-7-31-8-6-25)19(27)32-11-18(26)22-13-2-4-15-16(10-13)24-20(28)23-15/h1-4,9-10H,5-8,11H2,(H,22,26)(H2,23,24,28)

Standard InChI Key:  DIGNRHRGKMDSPW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   -6.4933   -1.5260    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9222   -0.7010    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6683   -1.5260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3183   -1.5260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3499    0.5365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4933   -4.0010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0643    1.7740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0315    0.1240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9209   -0.2885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4933   -2.3510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7216    0.7915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7216   -0.5434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2065    0.9490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4933   -0.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2078   -0.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7788   -0.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.4933    0.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2078   -2.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7788   -2.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0643    0.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0630    0.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0630   -0.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4920    0.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7775    0.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2065    0.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7775   -0.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2078   -3.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7788   -3.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4920   -0.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9209    0.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6354    0.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0
  1  4  2  0
  1 10  1  0
  1 14  1  0
  2 15  1  0
  5 22  1  0
  5 33  1  0
  6 29  1  0
  6 30  1  0
  7 22  2  0
  8 27  1  0
  9 32  2  0
 10 20  1  0
 10 21  1  0
 11 23  1  0
 11 27  2  0
 12 24  1  0
 12 27  1  0
 13 25  1  0
 13 32  1  0
 14 15  1  0
 14 16  2  0
 15 18  2  0
 16 17  1  0
 17 19  2  0
 17 22  1  0
 18 19  1  0
 20 29  1  0
 21 30  1  0
 23 24  1  0
 23 26  2  0
 24 28  2  0
 25 26  1  0
 25 31  2  0
 28 31  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1599569

   4-Fluoro-3-morpholinosulfonyl-benzoic acid [2-keto-2-[(2-keto-1,3-dihydrobenzimidazol-5-yl)amino]ethyl] ester

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: 478.46

Molecular Weight (Monoisotopic): 478.0958

AlogP: 1.22

#Rotatable Bonds: 6

Polar Surface Area: 150.92

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.43

CX Basic pKa: 3.30

CX LogP: 1.53

CX LogD: 1.53

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.45

Np Likeness Score: -2.29

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays