5-chloro-2-methoxy-N-(2-phenylbenzo[d]oxazol-5-yl)benzenesulfonamide

ID: ALA4548800

PubChem CID: 155548951

Max Phase: Preclinical

Molecular Formula: C20H15ClN2O4S

Molecular Weight: 414.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(Cl)cc1S(=O)(=O)Nc1ccc2oc(-c3ccccc3)nc2c1

Standard InChI:  InChI=1S/C20H15ClN2O4S/c1-26-18-9-7-14(21)11-19(18)28(24,25)23-15-8-10-17-16(12-15)22-20(27-17)13-5-3-2-4-6-13/h2-12,23H,1H3

Standard InChI Key:  GMVIJCNJXXMNBV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.1066  -27.4502    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5150  -26.7378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5249  -26.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5238  -27.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2318  -27.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2301  -26.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9387  -26.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9435  -27.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7235  -27.6964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2009  -27.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7157  -26.3719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0180  -27.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4282  -27.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2446  -27.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6499  -27.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2327  -26.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4177  -26.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8158  -27.8605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4003  -27.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6936  -27.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9878  -27.8588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9887  -28.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7011  -29.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4040  -28.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2797  -27.4509    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1137  -29.0769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1178  -29.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 25 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4548800

   ---

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: 414.87

Molecular Weight (Monoisotopic): 414.0441

AlogP: 4.96

#Rotatable Bonds: 5

Polar Surface Area: 81.43

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.78

CX Basic pKa: 0.75

CX LogP: 4.28

CX LogD: 3.73

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.50

Np Likeness Score: -1.93

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