trans-4-[(1R)-1-Aminoethyl]-N-4-pyridinylcyclohexanecar boxamide dihydrochloride

ID: ALA1605605

Chembl Id: CHEMBL1605605

Max Phase: Preclinical

Molecular Formula: C14H23Cl2N3O

Molecular Weight: 247.34

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Y-27632

Canonical SMILES:  C[C@@H](N)[C@H]1CC[C@H](C(=O)Nc2ccncc2)CC1.Cl.Cl

Standard InChI:  InChI=1S/C14H21N3O.2ClH/c1-10(15)11-2-4-12(5-3-11)14(18)17-13-6-8-16-9-7-13;;/h6-12H,2-5,15H2,1H3,(H,16,17,18);2*1H/t10-,11-,12-;;/m1../s1

Standard InChI Key:  IDDDVXIUIXWAGJ-LJDSMOQUSA-N

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: 247.34

Molecular Weight (Monoisotopic): 247.1685

AlogP: 2.17

#Rotatable Bonds: 3

Polar Surface Area: 68.01

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.44

CX Basic pKa: 10.45

CX LogP: 1.34

CX LogD: -1.41

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.86

Np Likeness Score: -1.25

References

1. Wu F, Büttner FH, Chen R, Hickey E, Jakes S, Kaplita P, Kashem MA, Kerr S, Kugler S, Paw Z, Prokopowicz A, Shih CK, Snow R, Young E, Cywin CL..  (2010)  Substituted 2H-isoquinolin-1-one as potent Rho-Kinase inhibitors. Part 1: Hit-to-lead account.,  20  (11): [PMID:20462760] [10.1016/j.bmcl.2010.04.070]

2. Diamandis P, Wildenhain J, Clarke ID, Sacher AG, Graham J, Bellows DS, Ling EK, Ward RJ, Jamieson LG, Tyers M, Dirks PB..  (2007)  Chemical genetics reveals a complex functional ground state of neural stem cells.,  3  (5): [PMID:17417631] [10.1038/nchembio873]

3. PubChem BioAssay data set, 

4. PubChem BioAssay data set, 

5.  (2015)  Methods and compositions for inhibiting rho/mrtf-mediated diseases and conditions, 

6. Hu Z,Wang C,Sitkoff D,Cheadle NL,Xu S,Muckelbauer JK,Adam LP,Wexler RR,Quan ML.  (2020)  Identification of 5H-chromeno[3,4-c]pyridine and 6H-isochromeno[3,4-c]pyridine derivatives as potent and selective dual ROCK inhibitors.,  30  (21.0): [PMID:32805407] [10.1016/j.bmcl.2020.127474]

7. Gendaszewska-Darmach E, Garstka MA, Błażewska KM..  (2021)  Targeting Small GTPases and Their Prenylation in Diabetes Mellitus.,  64  (14.0): [PMID:34236862] [10.1021/acs.jmedchem.1c00410]

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• Patent Bioactivity Data