1-(2-(Dimethylamino)ethyl)-1-(4-methoxyphenyl)-3-(4-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)phenyl)urea

ID: ALA3410051

Chembl Id: CHEMBL3410051

PubChem CID: 118732105

Max Phase: Preclinical

Molecular Formula: C25H28N6O2

Molecular Weight: 444.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(N(CCN(C)C)C(=O)Nc2ccc(-c3ncnc4[nH]cc(C)c34)cc2)cc1

Standard InChI:  InChI=1S/C25H28N6O2/c1-17-15-26-24-22(17)23(27-16-28-24)18-5-7-19(8-6-18)29-25(32)31(14-13-30(2)3)20-9-11-21(33-4)12-10-20/h5-12,15-16H,13-14H2,1-4H3,(H,29,32)(H,26,27,28)

Standard InChI Key:  IFMNGABKTBLAQL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3410051

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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: 444.54

Molecular Weight (Monoisotopic): 444.2274

AlogP: 4.54

#Rotatable Bonds: 7

Polar Surface Area: 86.38

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.50

CX Basic pKa: 8.25

CX LogP: 3.93

CX LogD: 3.03

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.44

Np Likeness Score: -1.20

References

1. Yin Y, Zheng K, Eid N, Howard S, Jeong JH, Yi F, Guo J, Park CM, Bibian M, Wu W, Hernandez P, Park H, Wu Y, Luo JL, LoGrasso PV, Feng Y..  (2015)  Bis-aryl urea derivatives as potent and selective LIM kinase (Limk) inhibitors.,  58  (4): [PMID:25621531] [10.1021/jm501680m]

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