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

ID: ALA4245242

Chembl Id: CHEMBL4245242

PubChem CID: 11561968

Max Phase: Preclinical

Molecular Formula: C26H29N5O2S

Molecular Weight: 475.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1cccc(OCCCC2CCNCC2)c1)Nc1nc(-c2c[nH]c3ncccc23)cs1

Standard InChI:  InChI=1S/C26H29N5O2S/c32-24(31-26-30-23(17-34-26)22-16-29-25-21(22)7-2-10-28-25)15-19-4-1-6-20(14-19)33-13-3-5-18-8-11-27-12-9-18/h1-2,4,6-7,10,14,16-18,27H,3,5,8-9,11-13,15H2,(H,28,29)(H,30,31,32)

Standard InChI Key:  OKUPZBPYLVKVSU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4245242

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

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: 475.62

Molecular Weight (Monoisotopic): 475.2042

AlogP: 5.03

#Rotatable Bonds: 9

Polar Surface Area: 91.93

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.91

CX Basic pKa: 10.31

CX LogP: 2.99

CX LogD: 2.42

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: -1.34

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