(E)-N-(1-(3-Bromophenylamino)-4-cyanoisoquinolin-7-yl)-4-(dimethylamino)but-2-enamide

ID: ALA1641990

Chembl Id: CHEMBL1641990

PubChem CID: 53316491

Max Phase: Preclinical

Molecular Formula: C22H20BrN5O

Molecular Weight: 450.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)C/C=C/C(=O)Nc1ccc2c(C#N)cnc(Nc3cccc(Br)c3)c2c1

Standard InChI:  InChI=1S/C22H20BrN5O/c1-28(2)10-4-7-21(29)26-18-8-9-19-15(13-24)14-25-22(20(19)12-18)27-17-6-3-5-16(23)11-17/h3-9,11-12,14H,10H2,1-2H3,(H,25,27)(H,26,29)/b7-4+

Standard InChI Key:  XHVSLCCGZVJESA-QPJJXVBHSA-N

Alternative Forms

1. Parent:

   

   ALA1641990

   (E)-N-(1-(3-Bromophenylamino)-4-cyanoisoquinolin-7-yl)-4-(dimethylamino)but-2-enamide

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: 450.34

Molecular Weight (Monoisotopic): 449.0851

AlogP: 4.67

#Rotatable Bonds: 6

Polar Surface Area: 81.05

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.92

CX Basic pKa: 8.81

CX LogP: 4.21

CX LogD: 2.79

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.53

Np Likeness Score: -1.38

References

1. Rode HB, Sos ML, Grütter C, Heynck S, Simard JR, Rauh D..  (2011)  Synthesis and biological evaluation of 7-substituted-1-(3-bromophenylamino)isoquinoline-4-carbonitriles as inhibitors of myosin light chain kinase and epidermal growth factor receptor.,  19  (1): [PMID:21130659] [10.1016/j.bmc.2010.11.007]

Source

Source(1):

• Scientific Literature