2-(2-chlorobenzyl)-N4-(3-bromophenyl)-1H-indole-4,6-diamine

ID: ALA499345

Chembl Id: CHEMBL499345

PubChem CID: 3008959

Max Phase: Preclinical

Molecular Formula: C19H15BrClN5

Molecular Weight: 428.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(Nc2cccc(Br)c2)c2cc(Cc3ccccc3Cl)[nH]c2n1

Standard InChI:  InChI=1S/C19H15BrClN5/c20-12-5-3-6-13(9-12)23-17-15-10-14(24-18(15)26-19(22)25-17)8-11-4-1-2-7-16(11)21/h1-7,9-10H,8H2,(H4,22,23,24,25,26)

Standard InChI Key:  ISXTVMIMVFTRIL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA499345

   2-(2-chlorobenzyl)-N4-(3-bromophenyl)-1H-indole-4,6-diamine

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: 428.72

Molecular Weight (Monoisotopic): 427.0199

AlogP: 5.29

#Rotatable Bonds: 4

Polar Surface Area: 79.62

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.11

CX Basic pKa: 7.60

CX LogP: 5.63

CX LogD: 5.22

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.41

Np Likeness Score: -1.26

References

1. Gangjee A, Namjoshi OA, Yu J, Ihnat MA, Thorpe JE, Warnke LA..  (2008)  Design, synthesis and biological evaluation of substituted pyrrolo[2,3-d]pyrimidines as multiple receptor tyrosine kinase inhibitors and antiangiogenic agents.,  16  (10): [PMID:18467105] [10.1016/j.bmc.2008.04.019]

2. Li R, Pourpak A, Morris SW..  (2009)  Inhibition of the insulin-like growth factor-1 receptor (IGF1R) tyrosine kinase as a novel cancer therapy approach.,  52  (16): [PMID:19610618] [10.1021/jm9002395]

3. Gangjee A, Zaware N, Raghavan S, Yang J, Thorpe JE, Ihnat MA..  (2012)  N⁴-(3-Bromophenyl)-7-(substituted benzyl) pyrrolo[2,3-d]pyrimidines as potent multiple receptor tyrosine kinase inhibitors: design, synthesis, and in vivo evaluation.,  20  (7): [PMID:22370340] [10.1016/j.bmc.2012.01.029]

Source

Source(1):

• Scientific Literature