N-[(1SR,2RS)-2-Phenylcyclopropyl]-4-[4-(2H-tetrazol-5-yl)phenoxy]piperidine-1-carboxamide

ID: ALA3114608

PubChem CID: 76321466

Max Phase: Preclinical

Molecular Formula: C22H24N6O2

Molecular Weight: 404.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@H]1C[C@@H]1c1ccccc1)N1CCC(Oc2ccc(-c3nn[nH]n3)cc2)CC1

Standard InChI:  InChI=1S/C22H24N6O2/c29-22(23-20-14-19(20)15-4-2-1-3-5-15)28-12-10-18(11-13-28)30-17-8-6-16(7-9-17)21-24-26-27-25-21/h1-9,18-20H,10-14H2,(H,23,29)(H,24,25,26,27)/t19-,20+/m1/s1

Standard InChI Key:  YPXHRVREWGTCMZ-UXHICEINSA-N

Molfile:  

     RDKit          2D

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   23.1041   -7.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2311   -8.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.9819   -9.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1278   -8.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5558   -7.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5594   -7.0562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7771   -6.7940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2860   -7.4570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7648   -8.1288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3114608

   N-[(1S,2R)-2-phenylcyclopropyl]-4-[4-(2H-tetrazol-5-yl)phenoxy]piperidine-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: 404.47

Molecular Weight (Monoisotopic): 404.1961

AlogP: 2.98

#Rotatable Bonds: 5

Polar Surface Area: 96.03

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.97

CX Basic pKa: ┄

CX LogP: 3.04

CX LogD: 1.84

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.68

Np Likeness Score: -1.28

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