5-chloro-N-(4-(5-(4-vinylphenylsulfonamido)benzo[d]oxazol-2-yl)phenyl)thiophene-2-sulfonamide

ID: ALA4533148

PubChem CID: 155547153

Max Phase: Preclinical

Molecular Formula: C25H18ClN3O5S3

Molecular Weight: 572.09

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=Cc1ccc(S(=O)(=O)Nc2ccc3oc(-c4ccc(NS(=O)(=O)c5ccc(Cl)s5)cc4)nc3c2)cc1

Standard InChI:  InChI=1S/C25H18ClN3O5S3/c1-2-16-3-10-20(11-4-16)36(30,31)29-19-9-12-22-21(15-19)27-25(34-22)17-5-7-18(8-6-17)28-37(32,33)24-14-13-23(26)35-24/h2-15,28-29H,1H2

Standard InChI Key:  BMFZKYPZQIDMPH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 37 41  0  0  0  0  0  0  0  0999 V2000
   28.7627  -19.4227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7668  -18.6055    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.0570  -19.0106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5825  -17.6315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9952  -18.3414    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.4036  -17.6290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4136  -17.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4124  -18.3437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1205  -18.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1187  -17.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7044  -18.7517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2883  -18.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8273  -17.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8321  -18.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6121  -18.5876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0895  -17.9225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6044  -17.2631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9067  -17.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3168  -18.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1333  -18.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5385  -17.9090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1213  -17.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3063  -17.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3557  -17.9031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5840  -18.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0679  -19.2640    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.8452  -19.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8451  -18.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0679  -17.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5063  -19.4918    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.5773  -18.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8709  -18.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8749  -19.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5912  -19.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2947  -19.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1700  -19.9930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4595  -19.5892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  5  4  2  0
  6  5  2  0
  7  8  2  0
  8  9  1  0
  9 14  2  0
 13 10  2  0
 10  7  1  0
  8 11  1  0
 11  5  1  0
  5 12  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
 24  2  1  0
  2 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 25  2  0
 27 30  1  0
 12 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 12  1  0
 33 36  1  0
 36 37  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533148

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 572.09

Molecular Weight (Monoisotopic): 571.0097

AlogP: 6.45

#Rotatable Bonds: 8

Polar Surface Area: 118.37

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.11

CX Basic pKa: 0.82

CX LogP: 5.77

CX LogD: 4.82

Aromatic Rings: 5

Heavy Atoms: 37

QED Weighted: 0.22

Np Likeness Score: -1.72

References

1. Washburn A, Abdeen S, Ovechkina Y, Ray AM, Stevens M, Chitre S, Sivinski J, Park Y, Johnson J, Hoang QQ, Chapman E, Parish T, Johnson SM..  (2019)  Dual-targeting GroEL/ES chaperonin and protein tyrosine phosphatase B (PtpB) inhibitors: A polypharmacology strategy for treating Mycobacterium tuberculosis infections.,  29  (13): [PMID:31047750] [10.1016/j.bmcl.2019.04.034]

Source

Source(1):

• Scientific Literature