3-Amino-4-(4-{4-[(dimethylamino)carbonyl]phenyl}-1,4-diazepan-1-yl)thieno[2,3-b]pyridine-2-carboxamide

ID: ALA2348350

Chembl Id: CHEMBL2348350

PubChem CID: 11532220

Max Phase: Preclinical

Molecular Formula: C22H26N6O2S

Molecular Weight: 438.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)c1ccc(N2CCCN(c3ccnc4sc(C(N)=O)c(N)c34)CC2)cc1

Standard InChI:  InChI=1S/C22H26N6O2S/c1-26(2)22(30)14-4-6-15(7-5-14)27-10-3-11-28(13-12-27)16-8-9-25-21-17(16)18(23)19(31-21)20(24)29/h4-9H,3,10-13,23H2,1-2H3,(H2,24,29)

Standard InChI Key:  CYLDJPVEBVIXNB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2348350

   3-Amino-4-[4-[4-(dimethylcarbamoyl)phenyl]-1,4-diazepan-1-yl]thieno[2,3-b]pyridine-2-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: 438.56

Molecular Weight (Monoisotopic): 438.1838

AlogP: 2.40

#Rotatable Bonds: 4

Polar Surface Area: 108.79

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 3.73

CX LogP: 2.01

CX LogD: 2.01

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.65

Np Likeness Score: -1.79

References

1. Saito K, Nakao A, Shinozuka T, Shimada K, Matsui S, Oizumi K, Yano K, Ohata K, Nakai D, Nagai Y, Naito S..  (2013)  Discovery and structure-activity relationship of thienopyridine derivatives as bone anabolic agents.,  21  (7): [PMID:23453217] [10.1016/j.bmc.2013.01.071]

2.  (2020)  3-amino-4-(4-(4 (dimethylcarbamoyl) phenyl)-1,4-diazepan-1-yl) thieno [2,3-b] pyridine-2-carboxamide for use in cancer therapy and formulations comprising the same, 

3.  (2020)  3-amino-4-(4-(4 (dimethylcarbamoyl) phenyl)-1,4-diazepan-1-yl) thieno [2,3-b] pyridine-2-carboxamide for use in cancer therapy and formulations comprising the same, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data