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

ID: ALA441498

PubChem CID: 11418441

Max Phase: Preclinical

Molecular Formula: C22H19ClN2O2S

Molecular Weight: 410.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(C(=O)N2CCCCc3sccc32)cc1)c1ccccc1Cl

Standard InChI:  InChI=1S/C22H19ClN2O2S/c23-18-6-2-1-5-17(18)21(26)24-16-10-8-15(9-11-16)22(27)25-13-4-3-7-20-19(25)12-14-28-20/h1-2,5-6,8-12,14H,3-4,7,13H2,(H,24,26)

Standard InChI Key:  RCIUOILUJSOGMK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    3.0500    0.1458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4042    0.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667   -0.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1042   -3.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7125   -4.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4042    1.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2875   -2.8917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167    0.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167    1.7458    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4750   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1375    1.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5292   -5.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0792   -0.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3167   -3.9417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2875   -2.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2542   -0.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6792   -2.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8500    0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7417   -5.3042    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8917   -2.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8625   -1.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4917   -4.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0500    1.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1375   -5.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2042    1.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1042   -4.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8500    1.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9250   -5.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  7  1  0
  5  4  1  0
  6  2  2  0
  7 17  1  0
  8  2  1  0
  9  6  1  0
 10  3  1  0
 11  8  2  0
 12  5  2  0
 13  3  2  0
 14  4  2  0
 15 10  2  0
 16 10  1  0
 17 21  1  0
 18  1  1  0
 19 12  1  0
 20 15  1  0
 21 16  2  0
 22  5  1  0
 23  6  1  0
 24 12  1  0
 25 18  1  0
 26 22  2  0
 27 25  1  0
 28 26  1  0
 27 23  1  0
  9 11  1  0
 20 17  2  0
 24 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA441498

   2-chloro-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: 410.93

Molecular Weight (Monoisotopic): 410.0856

AlogP: 5.64

#Rotatable Bonds: 3

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: 5.47

CX LogD: 5.47

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.61

Np Likeness Score: -2.13

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