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

ID: ALA4533662

PubChem CID: 155547316

Max Phase: Preclinical

Molecular Formula: C18H14ClN3O5S3

Molecular Weight: 483.98

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)Nc1ccc2oc(-c3ccc(NS(=O)(=O)c4ccc(Cl)s4)cc3)nc2c1

Standard InChI:  InChI=1S/C18H14ClN3O5S3/c1-29(23,24)21-13-6-7-15-14(10-13)20-18(27-15)11-2-4-12(5-3-11)22-30(25,26)17-9-8-16(19)28-17/h2-10,21-22H,1H3

Standard InChI Key:  RWSPMGZHGVJTQR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   40.8183   -9.7774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.8224   -8.9602    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   40.1126   -9.3652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6381   -7.9862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0508   -8.6961    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.4593   -7.9837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4692   -7.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4680   -8.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1761   -9.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1743   -7.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7600   -9.1064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3440   -9.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8829   -7.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8877   -8.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6678   -8.9423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1451   -8.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6600   -7.6178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.9623   -8.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3725   -8.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1889   -8.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5941   -8.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1770   -7.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3619   -7.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4113   -8.2578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.6396   -8.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1236   -9.6186    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   42.9008   -9.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9008   -8.5489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1236   -8.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5619   -9.8464    0.0000 Cl  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
M  END

Alternative Forms

1. Parent:

   

   ALA4533662

   ---

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: 483.98

Molecular Weight (Monoisotopic): 482.9784

AlogP: 4.38

#Rotatable Bonds: 6

Polar Surface Area: 118.37

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.12

CX Basic pKa: 0.85

CX LogP: 2.92

CX LogD: 2.10

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.42

Np Likeness Score: -2.14

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