4-(4-(5-chloropyridin-2-yl)-1,4-diazepan-1-yl)-1-(4-fluorophenyl)butan-1-one

ID: ALA4574793

PubChem CID: 155564110

Max Phase: Preclinical

Molecular Formula: C20H23ClFN3O

Molecular Weight: 375.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCCN1CCCN(c2ccc(Cl)cn2)CC1)c1ccc(F)cc1

Standard InChI:  InChI=1S/C20H23ClFN3O/c21-17-6-9-20(23-15-17)25-12-2-11-24(13-14-25)10-1-3-19(26)16-4-7-18(22)8-5-16/h4-9,15H,1-3,10-14H2

Standard InChI Key:  KVGNSDMVYWRLTG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.0848   -3.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0837   -4.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7917   -4.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5014   -4.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4985   -3.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7899   -2.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3756   -4.4385    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.2047   -2.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9140   -3.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2016   -1.9789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6201   -2.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3294   -3.1967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0355   -2.7854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9747   -1.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5718   -1.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7166   -3.2468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3798   -1.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4973   -3.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7892   -2.2366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6063   -2.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9972   -2.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8135   -2.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2347   -2.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8337   -1.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0187   -1.5498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0518   -2.2898    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  5  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 15 17  1  0
 16 18  1  0
 17 19  1  0
 18 19  1  0
 19 20  1  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
M  END

Alternative Forms

1. Parent:

   

   ALA4574793

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 375.88

Molecular Weight (Monoisotopic): 375.1514

AlogP: 4.05

#Rotatable Bonds: 6

Polar Surface Area: 36.44

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.08

CX LogP: 3.87

CX LogD: 3.11

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: -2.25

References

1. Al-Ghanim L, Zhu XY, Asong G, Ablordeppey SY..  (2019)  SYA 013 analogs as moderately selective sigma-2 (σ2) ligands: Structure-affinity relationship studies.,  27  (12): [PMID:30737135] [10.1016/j.bmc.2019.01.035]

2. Onyameh EK,Bricker BA,Eyunni SVK,Voshavar C,Gonela UM,Ofori E,Jenkins A,Ablordeppey SY.  (2021)  A study of the structure-affinity relationship in SYA16263; is a D receptor interaction essential for inhibition of apormorphine-induced climbing behavior in mice?,  30  [PMID:33338898] [10.1016/j.bmc.2020.115943]

Source

Source(1):

• Scientific Literature