(3-Methyl-4-{3-[(pyridin-3-ylmethyl)-amino]-propoxy}-benzofuran-2-yl)-phenyl-methanone

ID: ALA172455

PubChem CID: 44383353

Max Phase: Preclinical

Molecular Formula: C25H24N2O3

Molecular Weight: 400.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C(=O)c2ccccc2)oc2cccc(OCCCNCc3cccnc3)c12

Standard InChI:  InChI=1S/C25H24N2O3/c1-18-23-21(29-15-7-14-27-17-19-8-6-13-26-16-19)11-5-12-22(23)30-25(18)24(28)20-9-3-2-4-10-20/h2-6,8-13,16,27H,7,14-15,17H2,1H3

Standard InChI Key:  ODKUVPJNSICTNU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.2875   -2.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7917   -0.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7917   -2.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1292    1.2208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7042    1.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8542    0.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3792   -3.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6167   -2.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7042    0.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4167   -0.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0292   -3.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7917   -3.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6167   -3.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  4  5  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA172455

   [3-Methyl-4-[3-(pyridin-3-ylmethylamino)propoxy]-1-benzofuran-2-yl]-phenylmethanone

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: 400.48

Molecular Weight (Monoisotopic): 400.1787

AlogP: 4.93

#Rotatable Bonds: 9

Polar Surface Area: 64.36

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.70

CX LogP: 4.07

CX LogD: 2.75

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.32

Np Likeness Score: -0.92

References

1. Kawasaki K, Masubuchi M, Morikami K, Sogabe S, Aoyama T, Ebiike H, Niizuma S, Hayase M, Fujii T, Sakata K, Shindoh H, Shiratori Y, Aoki Y, Ohtsuka T, Shimma N..  (2003)  Design and synthesis of novel benzofurans as a new class of antifungal agents targeting fungal N-myristoyltransferase. Part 3.,  13  (1): [PMID:12467623] [10.1016/s0960-894x(02)00844-2]

Source

Source(1):

• Scientific Literature