1-(3-(aminomethyl)phenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid

ID: ALA4876796

Cas Number: 640287-98-5

PubChem CID: 12114412

Max Phase: Preclinical

Molecular Formula: C12H10F3N3O2

Molecular Weight: 285.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NCc1cccc(-n2nc(C(F)(F)F)cc2C(=O)O)c1

Standard InChI:  InChI=1S/C12H10F3N3O2/c13-12(14,15)10-5-9(11(19)20)18(17-10)8-3-1-2-7(4-8)6-16/h1-5H,6,16H2,(H,19,20)

Standard InChI Key:  AMUXDCKKFCHHLY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   14.5058   -4.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5046   -5.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2127   -6.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9224   -5.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9195   -4.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2109   -4.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6307   -6.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3378   -5.6704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2085   -3.6275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8623   -3.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6074   -2.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7902   -2.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5401   -3.1483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3078   -1.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6379   -0.9631    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.4954   -1.7986    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.7230   -1.1267    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.6409   -3.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8152   -4.1909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2451   -2.8423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 10 18  1  0
 18 19  2  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876796

   1-(3-(aminomethyl)phenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid

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: 285.23

Molecular Weight (Monoisotopic): 285.0725

AlogP: 2.05

#Rotatable Bonds: 3

Polar Surface Area: 81.14

Molecular Species: ZWITTERION

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.38

CX Basic pKa: 9.27

CX LogP: -0.24

CX LogD: -0.24

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.90

Np Likeness Score: -1.38

References

1. Kotian PL, Wu M, Vadlakonda S, Chintareddy V, Lu P, Juarez L, Kellogg-Yelder D, Chen X, Muppa S, Chambers-Wilson R, Davis Parker C, Williams J, Polach KJ, Zhang W, Raman K, Babu YS..  (2021)  Berotralstat (BCX7353): Structure-Guided Design of a Potent, Selective, and Oral Plasma Kallikrein Inhibitor to Prevent Attacks of Hereditary Angioedema (HAE).,  64  (17.0): [PMID:34436898] [10.1021/acs.jmedchem.1c00511]

Source

Source(1):

• Scientific Literature