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

ID: ALA369712

PubChem CID: 44386548

Max Phase: Preclinical

Molecular Formula: C25H27N3O2S

Molecular Weight: 433.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1C(=O)Nc1ccc(C(=O)N2CCCC(N(C)C)c3sccc32)cc1

Standard InChI:  InChI=1S/C25H27N3O2S/c1-17-7-4-5-8-20(17)24(29)26-19-12-10-18(11-13-19)25(30)28-15-6-9-21(27(2)3)23-22(28)14-16-31-23/h4-5,7-8,10-14,16,21H,6,9,15H2,1-3H3,(H,26,29)

Standard InChI Key:  OEFAJMDMCVQKRS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    2.4042    0.6583    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
    3.0500    0.1458    0.0000 N   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
    3.0500    1.9958    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
    1.6167    0.4083    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
    5.7125   -4.2542    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
    3.4750   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8625    2.8000    0.0000 N   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
    5.5292   -5.0625    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
    3.2875   -2.0167    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
    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
    3.8500    1.8125    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
    6.4917   -4.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4667    3.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0667    3.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7417   -5.3042    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
    7.1042   -4.5667    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  2  0
  3  1  1  0
  4  3  1  0
  5  9  1  0
  6  2  1  0
  7  2  1  0
  8  1  1  0
  9 19  1  0
 10  5  1  0
 11  8  2  0
 12  4  1  0
 13  6  1  0
 14  4  2  0
 15  5  2  0
 16 10  2  0
 17 12  1  0
 18 12  2  0
 19 21  2  0
 20  3  1  0
 21 18  1  0
 22 17  2  0
 23  6  1  0
 24 20  1  0
 25 10  1  0
 26 13  1  0
 27 13  1  0
 28 16  1  0
 29 16  1  0
 30 25  2  0
 31 30  1  0
  7 11  1  0
 24 23  1  0
 22 19  1  0
 29 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA369712

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

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: 433.58

Molecular Weight (Monoisotopic): 433.1824

AlogP: 5.35

#Rotatable Bonds: 4

Polar Surface Area: 52.65

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.30

CX LogP: 4.85

CX LogD: 3.90

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: -1.67

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