N-Ethyl-6-(3-hydroxy-4-methoxyphenyl)-2-oxo-1-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1H-imidazo[4,5-c]pyridine-4-carboxamide

ID: ALA4532578

PubChem CID: 155547821

Max Phase: Preclinical

Molecular Formula: C25H26N4O7

Molecular Weight: 494.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCNC(=O)c1nc(-c2ccc(OC)c(O)c2)cc2c1[nH]c(=O)n2-c1cc(OC)c(OC)c(OC)c1

Standard InChI:  InChI=1S/C25H26N4O7/c1-6-26-24(31)22-21-16(12-15(27-22)13-7-8-18(33-2)17(30)9-13)29(25(32)28-21)14-10-19(34-3)23(36-5)20(11-14)35-4/h7-12,30H,6H2,1-5H3,(H,26,31)(H,28,32)

Standard InChI Key:  HFYLLOPMAJENSW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.1118   -4.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1089   -4.0947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4003   -3.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6941   -4.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6908   -4.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9132   -3.8521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   26.8688   -6.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6194   -6.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1689   -7.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9711   -7.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2168   -6.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5225   -7.9318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   30.8166   -5.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8165   -6.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5241   -6.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2321   -6.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2282   -5.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5201   -4.9149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9410   -6.5466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9434   -7.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6187   -4.5180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3977   -2.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1041   -2.4614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6887   -2.4659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9338   -4.9064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1014   -1.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8078   -1.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 35 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532578

   ---

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: 494.50

Molecular Weight (Monoisotopic): 494.1801

AlogP: 2.87

#Rotatable Bonds: 8

Polar Surface Area: 136.93

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.57

CX Basic pKa: 1.29

CX LogP: 3.20

CX LogD: 3.19

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.34

Np Likeness Score: -0.58

References

1. Gao F, Liang Y, Zhou P, Cheng J, Ding K, Wang Y..  (2019)  Design, synthesis, antitumor activities and biological studies of novel diaryl substituted fused heterocycles as dual ligands targeting tubulin and katanin.,  178  [PMID:31185410] [10.1016/j.ejmech.2019.05.072]

Source

Source(1):

• Scientific Literature