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

ID: ALA496117

PubChem CID: 44580377

Max Phase: Preclinical

Molecular Formula: C21H26N2O6S

Molecular Weight: 434.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOC(=O)N1CCc2c(sc(N)c2C(=O)c2cc(OC)c(OC)c(OC)c2)C1

Standard InChI:  InChI=1S/C21H26N2O6S/c1-5-8-29-21(25)23-7-6-13-16(11-23)30-20(22)17(13)18(24)12-9-14(26-2)19(28-4)15(10-12)27-3/h9-10H,5-8,11,22H2,1-4H3

Standard InChI Key:  WTBVMXMRARAFQX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -1.1507  -11.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0809  -10.9725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5394  -15.8565    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0652  -15.2952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6620  -15.1757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0400  -15.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8747  -15.4541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4435  -15.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0632  -14.8954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6054  -16.2490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9013  -14.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5210  -13.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3591  -12.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 13 15  2  0
 14 19  1  0
  3  4  2  0
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 18 16  1  0
 16 17  1  0
 17 14  2  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
 22 23  1  0
  5  6  2  0
 17 24  1  0
  7 12  1  0
 22 25  1  0
  6  1  1  0
 25 26  1  0
  5 13  1  0
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  1  2  2  0
 26 28  1  0
 13 14  1  0
 28 29  1  0
  1  7  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA496117

   propyl 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: 434.51

Molecular Weight (Monoisotopic): 434.1512

AlogP: 3.49

#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: 3.57

CX LogD: 3.57

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.67

Np Likeness Score: -0.78

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