1-(4-hydroxy-4-(3-(trifluoromethyl)phenyl)piperidin-1-yl)-3-(1H-tetrazol-1-yl)propan-1-one

ID: ALA4869166

PubChem CID: 125434019

Max Phase: Preclinical

Molecular Formula: C16H18F3N5O2

Molecular Weight: 369.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCn1cnnn1)N1CCC(O)(c2cccc(C(F)(F)F)c2)CC1

Standard InChI:  InChI=1S/C16H18F3N5O2/c17-16(18,19)13-3-1-2-12(10-13)15(26)5-8-23(9-6-15)14(25)4-7-24-11-20-21-22-24/h1-3,10-11,26H,4-9H2

Standard InChI Key:  FNXKQACPFRDYEB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    4.1437   -2.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9609   -2.8519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3683   -3.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1819   -3.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5943   -2.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1870   -2.1480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3672   -2.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4109   -2.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8162   -3.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6326   -3.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0447   -2.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6344   -2.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8194   -2.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0382   -4.2842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6266   -4.9901    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.8554   -4.2876    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.4390   -4.9898    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.9957   -2.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7351   -2.1442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7351   -3.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9180   -3.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5094   -2.8519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8394   -2.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2321   -1.5526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5244   -1.9612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6944   -2.7605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  7  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  5  8  1  0
 10 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
  5 18  1  0
  1 19  2  0
  1 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4869166

   ---

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: 369.35

Molecular Weight (Monoisotopic): 369.1413

AlogP: 1.59

#Rotatable Bonds: 4

Polar Surface Area: 84.14

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.93

CX Basic pKa: ┄

CX LogP: 0.55

CX LogD: 0.55

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.88

Np Likeness Score: -1.87

References

1. Richardson NL, O'Malley LJ, Weissberger D, Tumber A, Schofield CJ, Griffith R, Jones NM, Hunter L..  (2021)  Discovery of neuroprotective agents that inhibit human prolyl hydroxylase PHD2.,  38  [PMID:33862469] [10.1016/j.bmc.2021.116115]

Source

Source(1):

• Scientific Literature