N-[(1SR,2RS)-2-Phenylcyclopropyl]-4-(pyridin-3-yloxy)piperidine-1-carboxamide

ID: ALA3114613

PubChem CID: 76325077

Max Phase: Preclinical

Molecular Formula: C20H23N3O2

Molecular Weight: 337.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@H]1C[C@@H]1c1ccccc1)N1CCC(Oc2cccnc2)CC1

Standard InChI:  InChI=1S/C20H23N3O2/c24-20(22-19-13-18(19)15-5-2-1-3-6-15)23-11-8-16(9-12-23)25-17-7-4-10-21-14-17/h1-7,10,14,16,18-19H,8-9,11-13H2,(H,22,24)/t18-,19+/m1/s1

Standard InChI Key:  FZJHINRTURDHLS-MOPGFXCFSA-N

Molfile:  

     RDKit          2D

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    6.5093   -8.9056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2238   -8.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9385   -8.9056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2238   -7.6679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6530   -8.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4762   -8.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0637   -7.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1910   -8.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1864   -9.7317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9000  -10.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6157   -9.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6131   -8.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8986   -8.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7949   -8.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0825   -8.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0783   -9.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7926  -10.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5114   -9.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3620  -10.1353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6492   -9.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6576   -8.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9454   -8.4802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2284   -8.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2279   -9.7195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9405  -10.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  5  3  1  1
  6  5  1  0
  7  6  1  0
  5  7  1  0
  6  8  1  6
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  1 14  1  0
  1 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 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
M  END

Alternative Forms

1. Parent:

   

   ALA3114613

   N-[(1S,2R)-2-phenylcyclopropyl]-4-pyridin-3-yloxypiperidine-1-carboxamide

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: 337.42

Molecular Weight (Monoisotopic): 337.1790

AlogP: 3.19

#Rotatable Bonds: 4

Polar Surface Area: 54.46

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.79

CX LogP: 1.71

CX LogD: 1.71

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.93

Np Likeness Score: -1.22

References

1. Takai K, Nakajima T, Takanashi Y, Sone T, Nariai T, Chiyo N, Nakatani S, Ishikawa C, Yamaguchi N, Fujita K, Yamada K..  (2014)  Structure-based optimization of cyclopropyl urea derivatives as potent soluble epoxide hydrolase inhibitors for potential decrease of renal injury without hypotensive action.,  22  (5): [PMID:24530032] [10.1016/j.bmc.2014.01.040]

Source

Source(1):

• Scientific Literature