1-(3-(aminomethyl)phenyl)-N-(5-((4-cyanophenyl)(cyclopropylmethylamino)methyl)-2-fluorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide

ID: ALA4872758

PubChem CID: 118355582

Max Phase: Preclinical

Molecular Formula: C30H26F4N6O

Molecular Weight: 562.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(C(NCC2CC2)c2ccc(F)c(NC(=O)c3cc(C(F)(F)F)nn3-c3cccc(CN)c3)c2)cc1

Standard InChI:  InChI=1S/C30H26F4N6O/c31-24-11-10-22(28(37-17-19-4-5-19)21-8-6-18(15-35)7-9-21)13-25(24)38-29(41)26-14-27(30(32,33)34)39-40(26)23-3-1-2-20(12-23)16-36/h1-3,6-14,19,28,37H,4-5,16-17,36H2,(H,38,41)

Standard InChI Key:  GLPWOIBPISJWCH-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4872758

   1-(3-(aminomethyl)phenyl)-N-(5-((4-cyanophenyl)(cyclopropyl-methylamino)methyl)-2-fluorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide

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: 562.57

Molecular Weight (Monoisotopic): 562.2104

AlogP: 5.70

#Rotatable Bonds: 9

Polar Surface Area: 108.76

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.35

CX Basic pKa: 9.30

CX LogP: 5.58

CX LogD: 2.80

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.23

Np Likeness Score: -1.72

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