N-(benzo[d][1,3]dioxol-5-ylmethyl)-2-(5-phenyl-1,3,4-oxadiazol-2-ylthio)acetamide

ID: ALA4868252

PubChem CID: 1139545

Max Phase: Preclinical

Molecular Formula: C18H15N3O4S

Molecular Weight: 369.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CSc1nnc(-c2ccccc2)o1)NCc1ccc2c(c1)OCO2

Standard InChI:  InChI=1S/C18H15N3O4S/c22-16(19-9-12-6-7-14-15(8-12)24-11-23-14)10-26-18-21-20-17(25-18)13-4-2-1-3-5-13/h1-8H,9-11H2,(H,19,22)

Standard InChI Key:  URIOYBCZFLRCJP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.8414  -18.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5579  -18.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5550  -17.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8396  -17.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1267  -18.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1232  -17.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3383  -17.3517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8564  -18.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3436  -18.6854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2730  -18.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9869  -18.4249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7020  -18.8363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4158  -18.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7033  -19.6613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1309  -18.8340    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.8448  -18.4204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5975  -18.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1485  -18.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7349  -17.4221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9283  -17.5950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9641  -18.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3000  -18.9736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1199  -19.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6046  -18.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2637  -17.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4449  -17.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 16  2  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4868252

   N-(1,3-benzodioxol-5-ylmethyl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide

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: 369.40

Molecular Weight (Monoisotopic): 369.0783

AlogP: 2.87

#Rotatable Bonds: 6

Polar Surface Area: 86.48

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.22

CX LogD: 2.22

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.67

Np Likeness Score: -1.80

References

1. Ayoup MS, Abu-Serie MM, Awad LF, Teleb M, Ragab HM, Amer A..  (2021)  Halting colorectal cancer metastasis via novel dual nanomolar MMP-9/MAO-A quinoxaline-based inhibitors; design, synthesis, and evaluation.,  222  [PMID:34116327] [10.1016/j.ejmech.2021.113558]

Source

Source(1):

• Scientific Literature