ID: ALA5280954

Max Phase: Preclinical

Molecular Formula: C19H17ClN2O5S

Molecular Weight: 420.87

Names and Identifiers

Canonical SMILES:  O=C(CSc1nc(=O)c2c(CCCCCl)cc(=O)oc2[nH]1)Oc1ccccc1

Standard InChI:  InChI=1S/C19H17ClN2O5S/c20-9-5-4-6-12-10-14(23)27-18-16(12)17(25)21-19(22-18)28-11-15(24)26-13-7-2-1-3-8-13/h1-3,7-8,10H,4-6,9,11H2,(H,21,22,25)

Standard InChI Key:  HCEKLYIZXNAZCJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.8581    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437    0.6195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4293    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4293   -0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437   -1.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8581   -0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148    0.6195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0004    0.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0004   -0.6179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148   -1.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148   -1.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5728    0.6196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7141    0.6196    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437   -1.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8584   -2.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8584   -3.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5730   -3.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5730   -4.3312    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7141    1.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288    1.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288    2.6826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435    1.4448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435    3.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1437    3.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8565    4.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5714    3.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5730    3.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8612    2.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
  4 10  1  0
 10 11  2  0
  1 12  2  0
  8 13  1  0
  5 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 13 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 24 23  2  0
 25 24  1  0
 26 25  2  0
 27 26  1  0
 28 27  2  0
 23 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5280954

   ---

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: 420.87

Molecular Weight (Monoisotopic): 420.0547

AlogP: 3.14

#Rotatable Bonds: 8

Polar Surface Area: 102.26

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.13

CX Basic pKa: ┄

CX LogP: 3.22

CX LogD: 2.19

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.15

Np Likeness Score: -0.76

References

1. Elattar KM, El-Khateeb AY, Hamed SE..  (2022)  Insights into the recent progress in the medicinal chemistry of pyranopyrimidine analogs.,  13  (5.0): [PMID:35694689] [10.1039/d2md00076h]

Source

Source(1):

• Scientific Literature