6-(4-Hydroxyphenyl)-2-(4-(morpholinomethyl)benzamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

ID: ALA4097067

PubChem CID: 137660827

Max Phase: Preclinical

Molecular Formula: C27H29N3O4S

Molecular Weight: 491.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(NC(=O)c2ccc(CN3CCOCC3)cc2)sc2c1CCC(c1ccc(O)cc1)C2

Standard InChI:  InChI=1S/C27H29N3O4S/c28-25(32)24-22-10-7-20(18-5-8-21(31)9-6-18)15-23(22)35-27(24)29-26(33)19-3-1-17(2-4-19)16-30-11-13-34-14-12-30/h1-6,8-9,20,31H,7,10-16H2,(H2,28,32)(H,29,33)

Standard InChI Key:  KEHLUKQCBMRTHX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   17.1347  -21.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4717  -20.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4705  -19.8850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1776  -19.4753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7622  -19.4775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   18.3478  -22.2796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   23.4397  -22.1164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   23.0050  -20.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1839  -23.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.8933  -24.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.5432  -24.8226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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  3 17  1  0
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  4  6  2  0
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 13 22  1  0
 22 23  1  0
 23 24  1  0
 23 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 20 29  1  0
 32 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4097067

   ---

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: 491.61

Molecular Weight (Monoisotopic): 491.1879

AlogP: 3.91

#Rotatable Bonds: 6

Polar Surface Area: 104.89

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.23

CX Basic pKa: 6.60

CX LogP: 4.94

CX LogD: 4.87

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.48

Np Likeness Score: -1.37

References

1. Llona-Minguez S, Fayezi S, Alihemmati A, Juárez-Jiménez J, Piedrafita FJ, Helleday T..  (2017)  Tetrahydrobenzothiophene carboxamides: Beyond the kinase domain and into the fatty acid realm.,  27  (18): [PMID:28807439] [10.1016/j.bmcl.2017.08.006]

Source

Source(1):

• Scientific Literature