2-(4-((1H-benzo[d]imidazol-2-yl)methyl)-1,4-diazepan-1-yl)-N-(4-fluorophenyl)acetamide

ID: ALA1096151

PubChem CID: 46888269

Max Phase: Preclinical

Molecular Formula: C21H24FN5O

Molecular Weight: 381.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CN1CCCN(Cc2nc3ccccc3[nH]2)CC1)Nc1ccc(F)cc1

Standard InChI:  InChI=1S/C21H24FN5O/c22-16-6-8-17(9-7-16)23-21(28)15-27-11-3-10-26(12-13-27)14-20-24-18-4-1-2-5-19(18)25-20/h1-2,4-9H,3,10-15H2,(H,23,28)(H,24,25)

Standard InChI Key:  PVUIHTLBOLQALR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -5.4565   -9.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7364   -9.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7654   -8.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0443   -8.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0268   -9.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7690   -8.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2572   -8.2680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9292   -8.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4744   -9.6104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6460   -9.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0697  -10.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8947  -10.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1284  -10.8972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6032  -11.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8180  -11.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5827  -11.3176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3017  -10.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3102  -10.0881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7306  -10.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4432  -11.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1535  -10.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1621  -10.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4527   -9.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7373  -10.1111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8847   -9.7201    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2363   -9.6046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0119  -11.3322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  7  8  2  0
  8  5  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 12 14  1  0
 13 15  1  0
 14 16  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  2  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 23 26  1  0
  1  2  2  0
  6 27  1  0
 27  7  1  0
 18 28  1  0
 28 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1096151

   2-[4-(1H-benzimidazol-2-ylmethyl)-1,4-diazepan-1-yl]-N-(4-fluorophenyl)acetamide

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: 381.45

Molecular Weight (Monoisotopic): 381.1965

AlogP: 2.85

#Rotatable Bonds: 5

Polar Surface Area: 64.26

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.48

CX Basic pKa: 6.73

CX LogP: 2.24

CX LogD: 2.15

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.71

Np Likeness Score: -2.33

References

1. Gu SJ, Lee JK, Pae AN, Chung HJ, Rhim H, Han SY, Min SJ, Cho YS..  (2010)  Synthesis and biological evaluation of 1,4-diazepane derivatives as T-type calcium channel blockers.,  20  (9): [PMID:20382529] [10.1016/j.bmcl.2010.03.084]

Source

Source(1):

• Scientific Literature