1-(2,6-difluorophenyl)-N-(1-(5-fluoropyridin-3-yl)-1H-pyrazol-3-yl)cyclopropanecarboxamide

ID: ALA5185729

PubChem CID: 168281405

Max Phase: Preclinical

Molecular Formula: C18H13F3N4O

Molecular Weight: 358.32

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccn(-c2cncc(F)c2)n1)C1(c2c(F)cccc2F)CC1

Standard InChI:  InChI=1S/C18H13F3N4O/c19-11-8-12(10-22-9-11)25-7-4-15(24-25)23-17(26)18(5-6-18)16-13(20)2-1-3-14(16)21/h1-4,7-10H,5-6H2,(H,23,24,26)

Standard InChI Key:  NRAPSBFDPCDWGT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   43.4556  -13.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7498  -13.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7489  -13.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2344  -14.2678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2333  -15.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9413  -15.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6510  -15.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6482  -14.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9395  -13.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3539  -13.8504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.1017  -14.1800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.6462  -13.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2350  -12.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4363  -13.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4593  -13.6530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.9371  -12.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6019  -12.2448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.2280  -12.4095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0388  -12.4938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5165  -11.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1814  -11.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3639  -11.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8898  -11.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9411  -16.3135    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   44.3729  -13.2396    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   42.0764  -11.5897    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  1  3  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
  8 10  1  0
 12 15  1  0
 15 16  1  0
 16  2  1  0
 16 17  2  0
  2 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  6 24  1  0
 19 25  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5185729

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 358.32

Molecular Weight (Monoisotopic): 358.1041

AlogP: 3.35

#Rotatable Bonds: 4

Polar Surface Area: 59.81

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.17

CX Basic pKa: 2.39

CX LogP: 3.57

CX LogD: 3.57

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.78

Np Likeness Score: -1.79

References

1. Come JH, Senter TJ, Clark MP, Court JJ, Gale-Day Z, Gu W, Krueger E, Liang J, Morris M, Nanthakumar S, O'Dowd H, Maltais F, Iyer G, Andreassi J, Boucher C, Considine T, Moody CS, Taylor W, Mohanty AK, Huang Y, Zuccola H, Coll J, Bonanno KC, Gagnon KJ, Gan L, Lu F, Gao H, Chakilam A, Engtrakul J, Song B, Crawford D, Doyle E, Kramer T, Vought B, Phillips J, Kemper R, Sanders M, Swett R, Furey B, Winquist R, Bunnage ME, Jackson KL, Charifson PS, Magavi SS..  (2021)  Discovery and Optimization of Pyrazole Amides as Inhibitors of ELOVL1.,  64  (24.0): [PMID:34748351] [10.1021/acs.jmedchem.1c00944]

Source

Source(1):

• Scientific Literature