(R)-1-(3-(1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-3-yl)phenyl)-3-(2-(pyrrolidin-1-yl)phenyl)urea

ID: ALA4555459

Chembl Id: CHEMBL4555459

PubChem CID: 67972044

Max Phase: Preclinical

Molecular Formula: C28H31N7O

Molecular Weight: 481.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc([C@H]2CCCN(c3ncnc4[nH]ccc34)C2)c1)Nc1ccccc1N1CCCC1

Standard InChI:  InChI=1S/C28H31N7O/c36-28(33-24-10-1-2-11-25(24)34-14-3-4-15-34)32-22-9-5-7-20(17-22)21-8-6-16-35(18-21)27-23-12-13-29-26(23)30-19-31-27/h1-2,5,7,9-13,17,19,21H,3-4,6,8,14-16,18H2,(H,29,30,31)(H2,32,33,36)/t21-/m0/s1

Standard InChI Key:  VCBIBVVLZLAVMF-NRFANRHFSA-N

Alternative Forms

1. Parent:

   

   ALA4555459

   1-(2-pyrrolidin-1-ylphenyl)-3-[3-[(3R)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-3-yl]phenyl]urea

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 481.60

Molecular Weight (Monoisotopic): 481.2590

AlogP: 5.59

#Rotatable Bonds: 5

Polar Surface Area: 89.18

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.45

CX Basic pKa: 6.45

CX LogP: 5.23

CX LogD: 5.18

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.35

Np Likeness Score: -1.47

References

1. Hopkins BT, Bame E, Bell N, Bohnert T, Bowden-Verhoek JK, Bui M, Cancilla MT, Conlon P, Cullen P, Erlanson DA, Fan J, Fuchs-Knotts T, Hansen S, Heumann S, Jenkins TJ, Marcotte D, McDowell B, Mertsching E, Negrou E, Otipoby KL, Poreci U, Romanowski MJ, Scott D, Silvian L, Yang W, Zhong M..  (2019)  Optimization of novel reversible Bruton's tyrosine kinase inhibitors identified using Tethering-fragment-based screens.,  27  (13): [PMID:31138459] [10.1016/j.bmc.2019.05.021]

Source

Source(1):

• Scientific Literature