4-((6-(benzo[d]thiazol-2-yloxy)benzofuran-3-yl)methyl)morpholine

ID: ALA2313564

PubChem CID: 59577582

Max Phase: Preclinical

Molecular Formula: C20H18N2O3S

Molecular Weight: 366.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2sc(Oc3ccc4c(CN5CCOCC5)coc4c3)nc2c1

Standard InChI:  InChI=1S/C20H18N2O3S/c1-2-4-19-17(3-1)21-20(26-19)25-15-5-6-16-14(13-24-18(16)11-15)12-22-7-9-23-10-8-22/h1-6,11,13H,7-10,12H2

Standard InChI Key:  NHQCIXXCPKITFT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.3503   -5.4051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8956   -5.3050    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6488   -4.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5752   -4.1640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7800   -3.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3546   -4.6847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3801   -3.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5589   -3.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1335   -3.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5334   -4.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7684   -3.7613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0593   -4.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0593   -4.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7684   -5.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2607   -3.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4816   -4.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4819   -4.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2625   -5.2443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7436   -4.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6404   -3.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4611   -3.1587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8962   -3.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7134   -3.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0970   -3.0965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6613   -2.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8379   -2.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  2  6  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  6 10  2  0
  5  7  2  0
  1  3  1  0
 16 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 17 14  2  0
 16 17  1  0
 15 16  1  0
 17 18  1  0
 18 19  1  0
 19 15  2  0
 13  1  1  0
 15 20  1  0
 20 21  1  0
 21 22  1  0
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2313564

   4-[[6-(1,3-Benzothiazol-2-yloxy)-1-benzofuran-3-yl]methyl]morpholine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 366.44

Molecular Weight (Monoisotopic): 366.1038

AlogP: 4.67

#Rotatable Bonds: 4

Polar Surface Area: 47.73

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.61

CX LogP: 4.18

CX LogD: 4.12

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.53

Np Likeness Score: -1.55

References

1. Eccles W, Blevitt JM, Booker JN, Chrovian CC, Crawford S, de Leon AR, Deng X, Fourie AM, Grice CA, Herman K, Karlsson L, Kearney AM, Lee-Dutra A, Liang J, Luna R, Pippel D, Rao N, Riley JP, Santillán A, Savall B, Tanis VM, Xue X, Young AL..  (2013)  Identification of benzofuran central cores for the inhibition of leukotriene A(4) hydrolase.,  23  (3): [PMID:23260350] [10.1016/j.bmcl.2012.11.074]

Source

Source(1):

• Scientific Literature