benzyl 2-amino-3-(3,4,5-trimethoxybenzoyl)-4,5-dihydrothieno[2,3-c]pyridine-6(7H)-carboxylate

ID: ALA523396

PubChem CID: 44580425

Max Phase: Preclinical

Molecular Formula: C25H26N2O6S

Molecular Weight: 482.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)c2c(N)sc3c2CCN(C(=O)OCc2ccccc2)C3)cc(OC)c1OC

Standard InChI:  InChI=1S/C25H26N2O6S/c1-30-18-11-16(12-19(31-2)23(18)32-3)22(28)21-17-9-10-27(13-20(17)34-24(21)26)25(29)33-14-15-7-5-4-6-8-15/h4-8,11-12H,9-10,13-14,26H2,1-3H3

Standard InChI Key:  MWLYDGLECFVMIT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.4509  -21.4813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    8.9878  -21.7597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6693  -21.7456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0496  -21.2010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5074  -22.5547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2115  -20.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5930  -19.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3530  -18.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 34 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA523396

   benzyl 2-amino-3-(3,4,5-trimethoxybenzoyl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-carboxylate

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: 482.56

Molecular Weight (Monoisotopic): 482.1512

AlogP: 4.28

#Rotatable Bonds: 7

Polar Surface Area: 100.32

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.41

CX LogD: 4.41

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.50

Np Likeness Score: -0.76

References

1. Romagnoli R, Baraldi PG, Carrion MD, Cruz-Lopez O, Cara CL, Tolomeo M, Grimaudo S, Di Cristina A, Pipitone MR, Balzarini J, Kandil S, Brancale A, Sarkar T, Hamel E..  (2008)  Synthesis and biological evaluation of 2-amino-3-(3',4',5'-trimethoxybenzoyl)-6-substituted-4,5,6,7-tetrahydrothieno[2,3-c]pyridine derivatives as antimitotic agents and inhibitors of tubulin polymerization.,  18  (18): [PMID:18725179] [10.1016/j.bmcl.2008.08.006]

Source

Source(1):

• Scientific Literature