N-(4-(1H-pyrrolo[2,3-b]pyridin-3-yl)thiazol-2-yl)-2-(3-(3-(4-methylpiperazin-1-yl)propoxy)phenyl)acetamide

ID: ALA4248525

Chembl Id: CHEMBL4248525

PubChem CID: 11705863

Max Phase: Preclinical

Molecular Formula: C26H30N6O2S

Molecular Weight: 490.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(CCCOc2cccc(CC(=O)Nc3nc(-c4c[nH]c5ncccc45)cs3)c2)CC1

Standard InChI:  InChI=1S/C26H30N6O2S/c1-31-10-12-32(13-11-31)9-4-14-34-20-6-2-5-19(15-20)16-24(33)30-26-29-23(18-35-26)22-17-28-25-21(22)7-3-8-27-25/h2-3,5-8,15,17-18H,4,9-14,16H2,1H3,(H,27,28)(H,29,30,33)

Standard InChI Key:  KWQRIWDMNAKJAF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4248525

   2-[3-[3-(4-Methylpiperazin-1-Yl)propoxy]phenyl]-~{n}-[4-(1~{h}-Pyrrolo[2,3-B]pyridin-3-Yl)-1,3-Thiazol-2-Yl]ethanamide

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: 490.63

Molecular Weight (Monoisotopic): 490.2151

AlogP: 3.88

#Rotatable Bonds: 9

Polar Surface Area: 86.38

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.33

CX Basic pKa: 7.70

CX LogP: 2.76

CX LogD: 2.54

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.35

Np Likeness Score: -1.92

References

1. Bandarage UK, Cao J, Come JH, Court JJ, Gao H, Jacobs MD, Marhefka C, Nanthakumar S, Green J..  (2018)  ROCK inhibitors 3: Design, synthesis and structure-activity relationships of 7-azaindole-based Rho kinase (ROCK) inhibitors.,  28  (15): [PMID:30082069] [10.1016/j.bmcl.2018.06.040]

2. Bandarage UK,Court J,Gao H,Nanthakumar S,Come JH,Giroux S,Green J.  (2021)  ROCK inhibitors 4: Structure-activity relationship studies of 7-azaindole-based rho kinase (ROCK) inhibitors.,  33  [PMID:33259926] [10.1016/j.bmcl.2020.127721]

Source

Source(1):

• Scientific Literature