3-(4-Methyl-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido)phenyl dimethylcarbamate

ID: ALA3356427

Chembl Id: CHEMBL3356427

PubChem CID: 57920198

Max Phase: Preclinical

Molecular Formula: C23H28N6O3

Molecular Weight: 436.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c[nH]c2ncnc(N3CCC(C)(C(=O)Nc4cccc(OC(=O)N(C)C)c4)CC3)c12

Standard InChI:  InChI=1S/C23H28N6O3/c1-15-13-24-19-18(15)20(26-14-25-19)29-10-8-23(2,9-11-29)21(30)27-16-6-5-7-17(12-16)32-22(31)28(3)4/h5-7,12-14H,8-11H2,1-4H3,(H,27,30)(H,24,25,26)

Standard InChI Key:  NDUMDYQFHRPXEL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3356427

   3-(4-methyl-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido)phenyl dimethylcarbamate

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: 436.52

Molecular Weight (Monoisotopic): 436.2223

AlogP: 3.57

#Rotatable Bonds: 4

Polar Surface Area: 103.45

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.41

CX Basic pKa: 6.23

CX LogP: 3.52

CX LogD: 3.49

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.65

Np Likeness Score: -1.07

References

1. Harrison BA, Almstead ZY, Burgoon H, Gardyan M, Goodwin NC, Healy J, Liu Y, Mabon R, Marinelli B, Samala L, Zhang Y, Stouch TR, Whitlock NA, Gopinathan S, McKnight B, Wang S, Patel N, Wilson AG, Hamman BD, Rice DS, Rawlins DB..  (2015)  Discovery and Development of LX7101, a Dual LIM-Kinase and ROCK Inhibitor for the Treatment of Glaucoma.,  6  (1): [PMID:25589936] [10.1021/ml500367g]

2. Manetti F..  (2018)  Recent advances in the rational design and development of LIM kinase inhibitors are not enough to enter clinical trials.,  155  [PMID:29908439] [10.1016/j.ejmech.2018.06.016]

Source

Source(1):

• Scientific Literature