1-(2-fluorophenyl)-N-(1-(2-fluoropyridin-4-yl)-1H-pyrazol-3-yl)cyclopropanecarboxamide

ID: ALA5081193

PubChem CID: 134587945

Max Phase: Preclinical

Molecular Formula: C18H14F2N4O

Molecular Weight: 340.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccn(-c2ccnc(F)c2)n1)C1(c2ccccc2F)CC1

Standard InChI:  InChI=1S/C18H14F2N4O/c19-14-4-2-1-3-13(14)18(7-8-18)17(25)22-16-6-10-24(23-16)12-5-9-21-15(20)11-12/h1-6,9-11H,7-8H2,(H,22,23,25)

Standard InChI Key:  UWMKZOSESQVNAA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   12.5922  -16.1705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3817  -16.9629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1732  -16.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8663  -18.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8651  -18.9793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5732  -19.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2829  -18.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2800  -18.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5714  -17.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5730  -20.2055    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.9862  -17.7449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7336  -18.0720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2781  -17.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8668  -16.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0682  -16.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0911  -17.5450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5690  -16.8820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2338  -16.1367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7172  -17.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2378  -18.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5723  -19.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3862  -19.1956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8644  -18.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5272  -17.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0013  -17.1201    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
  6 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
 13 16  1  0
 16 17  1  0
 17  2  1  0
 17 18  2  0
  2 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5081193

   ---

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: 340.33

Molecular Weight (Monoisotopic): 340.1136

AlogP: 3.22

#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: 11.18

CX Basic pKa: 1.20

CX LogP: 3.82

CX LogD: 3.82

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -1.95

References

1. Boyd MJ, Collier PN, Clark MP, Deng H, Kesavan S, Ronkin SM, Waal N, Wang J, Cao J, Li P, Come J, Davies I, Duffy JP, Cochran JE, Court JJ, Chandupatla K, Jackson KL, Maltais F, O'Dowd H, Boucher C, Considine T, Taylor WP, Gao H, Chakilam A, Engtrakul J, Crawford D, Doyle E, Phillips J, Kemper R, Swett R, Empfield J, Bunnage ME, Charifson PS, Magavi SS..  (2021)  Discovery of Novel, Orally Bioavailable Pyrimidine Ether-Based Inhibitors of ELOVL1.,  64  (24.0): [PMID:34871500] [10.1021/acs.jmedchem.1c00948]

2. 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