1-(1-((6-(benzo[d]thiazol-2-yloxy)benzofuran-3-yl)methyl)piperidin-4-yl)pyrrolidin-2-one

ID: ALA2313570

PubChem CID: 59577613

Max Phase: Preclinical

Molecular Formula: C25H25N3O3S

Molecular Weight: 447.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CCCN1C1CCN(Cc2coc3cc(Oc4nc5ccccc5s4)ccc23)CC1

Standard InChI:  InChI=1S/C25H25N3O3S/c29-24-6-3-11-28(24)18-9-12-27(13-10-18)15-17-16-30-22-14-19(7-8-20(17)22)31-25-26-21-4-1-2-5-23(21)32-25/h1-2,4-5,7-8,14,16,18H,3,6,9-13,15H2

Standard InChI Key:  QBEVTSZSJWVEJZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.8691  -22.4536    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6223  -22.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1112  -21.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5111  -21.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8739  -21.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6911  -20.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0747  -20.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6390  -19.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8156  -19.5821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8954  -20.2153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4013  -20.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1729  -20.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1430  -19.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3529  -19.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0662  -18.7629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
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 13  1  1  0
 15 20  1  0
 20 21  1  0
 21 22  1  0
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 24 25  1  0
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 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 27  1  0
 31 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2313570

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

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: 447.56

Molecular Weight (Monoisotopic): 447.1617

AlogP: 5.42

#Rotatable Bonds: 5

Polar Surface Area: 58.81

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.21

CX LogP: 3.88

CX LogD: 3.00

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.41

Np Likeness Score: -1.17

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