7-(2-Aminopyrimidin-5-yl)-1-{[(1R)-1-cyclopropyl-2,2,2-trifluoroethyl]amino}-5H-pyrido[4,3-b]indole-4-carboxamide

ID: ALA1835153

Chembl Id: CHEMBL1835153

PubChem CID: 42622934

Max Phase: Preclinical

Molecular Formula: C21H18F3N7O

Molecular Weight: 441.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1cnc(N[C@H](C2CC2)C(F)(F)F)c2c1[nH]c1cc(-c3cnc(N)nc3)ccc12

Standard InChI:  InChI=1S/C21H18F3N7O/c22-21(23,24)17(9-1-2-9)31-19-15-12-4-3-10(11-6-28-20(26)29-7-11)5-14(12)30-16(15)13(8-27-19)18(25)32/h3-9,17,30H,1-2H2,(H2,25,32)(H,27,31)(H2,26,28,29)/t17-/m1/s1

Standard InChI Key:  SHSWWKAPCSHSHG-QGZVFWFLSA-N

Alternative Forms

1. Parent:

   

   ALA1835153

   7-(2-Aminopyrimidin-5-yl)-1-{[(1r)-1-cyclopropyl-2,2,2-trifluoroethyl]amino}-5h-pyrido[4,3-b]indole-4-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 441.42

Molecular Weight (Monoisotopic): 441.1525

AlogP: 3.61

#Rotatable Bonds: 5

Polar Surface Area: 135.60

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.65

CX Basic pKa: 8.03

CX LogP: 2.16

CX LogD: 1.50

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.37

Np Likeness Score: -0.59

References

1. Lim J, Taoka B, Otte RD, Spencer K, Dinsmore CJ, Altman MD, Chan G, Rosenstein C, Sharma S, Su HP, Szewczak AA, Xu L, Yin H, Zugay-Murphy J, Marshall CG, Young JR..  (2011)  Discovery of 1-amino-5H-pyrido[4,3-b]indol-4-carboxamide inhibitors of Janus kinase 2 (JAK2) for the treatment of myeloproliferative disorders.,  54  (20): [PMID:21942426] [10.1021/jm200909u]

Source

Source(1):

• Scientific Literature