2-amino-N-cyclohexyl-3-(3,4,5-trimethoxybenzoyl)-4,5-dihydrothieno[2,3-c]pyridine-6(7H)-carbothioamide

ID: ALA526096

PubChem CID: 44580508

Max Phase: Preclinical

Molecular Formula: C24H31N3O4S2

Molecular Weight: 489.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)c2c(N)sc3c2CCN(C(=S)NC2CCCCC2)C3)cc(OC)c1OC

Standard InChI:  InChI=1S/C24H31N3O4S2/c1-29-17-11-14(12-18(30-2)22(17)31-3)21(28)20-16-9-10-27(13-19(16)33-23(20)25)24(32)26-15-7-5-4-6-8-15/h11-12,15H,4-10,13,25H2,1-3H3,(H,26,32)

Standard InChI Key:  GLVUUJONLZKJIR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    9.8868   -3.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4820   -4.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9034   -4.9310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.9434   -2.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.7553   -6.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9820   -5.6146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5370   -6.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3755   -6.9757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9976   -7.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9123   -7.2541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5940   -7.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4322   -8.0490    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.9744   -6.6954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1929   -6.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5758   -6.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7971   -6.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6310   -7.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2500   -8.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0352   -7.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 18 19  2  0
  3  9  1  0
  4  5  1  0
  9 10  1  0
  2  3  1  0
  8 11  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
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  5  6  2  0
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  7 12  1  0
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  6  1  1  0
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  1  2  2  0
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  2  8  1  0
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 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA526096

   2-amino-N-cyclohexyl-3-(3,4,5-trimethoxybenzoyl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-carbothioamide

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: 489.66

Molecular Weight (Monoisotopic): 489.1756

AlogP: 4.15

#Rotatable Bonds: 6

Polar Surface Area: 86.05

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.65

CX LogD: 4.65

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.46

Np Likeness Score: -0.85

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