Biphenyl-2-carboxylic acid [4-(5,6,7,8-tetrahydro-thieno[3,2-b]azepine-4-carbonyl)-phenyl]-amide

ID: ALA175813

PubChem CID: 21467167

Max Phase: Preclinical

Molecular Formula: C28H24N2O2S

Molecular Weight: 452.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(C(=O)N2CCCCc3sccc32)cc1)c1ccccc1-c1ccccc1

Standard InChI:  InChI=1S/C28H24N2O2S/c31-27(24-11-5-4-10-23(24)20-8-2-1-3-9-20)29-22-15-13-21(14-16-22)28(32)30-18-7-6-12-26-25(30)17-19-33-26/h1-5,8-11,13-17,19H,6-7,12,18H2,(H,29,31)

Standard InChI Key:  FCTSOYFQOMNNFT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.3667   -0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292   -1.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0667   -4.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6750   -5.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3667    0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4917   -6.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2500   -4.1292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5792   -0.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5792    0.5083    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4375   -2.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0417   -2.1292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4542   -5.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1000   -6.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0125    0.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1000   -5.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5250   -7.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1667   -0.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0667   -5.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8875   -6.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8125    0.5833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7417   -7.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3125   -6.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292   -7.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  8  1  0
  5  4  1  0
  6  2  2  0
  7  5  2  0
  8 18  1  0
  9  2  1  0
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 25 15  2  0
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 27 19  1  0
 28 22  2  0
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 32 25  1  0
 33 31  1  0
 30 24  1  0
 10 12  1  0
 21 18  1  0
 23 29  2  0
 32 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA175813

   2-phenyl-N-[4-(5,6,7,8-tetrahydrothieno[3,2-b]azepine-4-carbonyl)phenyl]benzamide

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: 452.58

Molecular Weight (Monoisotopic): 452.1558

AlogP: 6.65

#Rotatable Bonds: 4

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.51

CX LogD: 6.51

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.38

Np Likeness Score: -1.60

References

1. Itzhak Y, Kalir A, Weissman BA, Cohen S..  (1981)  New analgesic drugs derived from phencyclidine.,  24  (5): [PMID:7241506] [10.1021/jm00137a004]

Source

Source(1):

• Scientific Literature