Biphenyl-2-carboxylic acid [4-(5,6,7,8-tetrahydro-1H-pyrrolo[3,2-b]azepine-4-carbonyl)-phenyl]-amide

ID: ALA175211

PubChem CID: 11270497

Max Phase: Preclinical

Molecular Formula: C28H25N3O2

Molecular Weight: 435.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(C(=O)N2CCCCc3[nH]ccc32)cc1)c1ccccc1-c1ccccc1

Standard InChI:  InChI=1S/C28H25N3O2/c32-27(24-11-5-4-10-23(24)20-8-2-1-3-9-20)30-22-15-13-21(14-16-22)28(33)31-19-7-6-12-25-26(31)17-18-29-25/h1-5,8-11,13-18,29H,6-7,12,19H2,(H,30,32)

Standard InChI Key:  CZEMALQIHKWPAQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
    2.5292    0.5333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8917    1.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3542   -0.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5917   -3.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1917   -3.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8917    1.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0125   -4.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7667   -2.5042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1042    0.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1042    2.1333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9542   -0.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6167    1.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5667   -0.5125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8042   -3.5542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2250   -4.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7417   -0.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7667   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1667   -1.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292    0.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3750   -2.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3417   -1.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9792   -3.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6167   -5.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5292    2.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6167   -4.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417   -5.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6917    1.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5875   -4.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4042   -4.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292    2.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2625   -5.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8292   -4.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6500   -5.4042    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
 10  6  1  0
 11  3  1  0
 12  9  2  0
 13  3  2  0
 14  4  2  0
 15  7  1  0
 16 11  1  0
 17 11  2  0
 18 20  2  0
 19  1  1  0
 20 17  1  0
 21 16  2  0
 22  5  1  0
 23  7  1  0
 24  6  1  0
 25 15  2  0
 26 15  1  0
 27 19  1  0
 28 22  2  0
 29 28  1  0
 30 27  1  0
 31 26  2  0
 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:

   

   ALA175211

   2-phenyl-N-[4-(5,6,7,8-tetrahydro-1H-pyrrolo[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: 435.53

Molecular Weight (Monoisotopic): 435.1947

AlogP: 5.92

#Rotatable Bonds: 4

Polar Surface Area: 65.20

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.44

CX LogD: 5.44

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.42

Np Likeness Score: -1.20

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