(S)-3-((1r,4S)-4-(4-amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexylamino)pyrrolidin-2-one

ID: ALA4061078

PubChem CID: 73051657

Max Phase: Preclinical

Molecular Formula: C28H30N6O2

Molecular Weight: 482.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1c(-c1ccc(Oc3ccccc3)cc1)cn2[C@H]1CC[C@H](N[C@H]2CCNC2=O)CC1

Standard InChI:  InChI=1S/C28H30N6O2/c29-26-25-23(18-6-12-22(13-7-18)36-21-4-2-1-3-5-21)16-34(27(25)32-17-31-26)20-10-8-19(9-11-20)33-24-14-15-30-28(24)35/h1-7,12-13,16-17,19-20,24,33H,8-11,14-15H2,(H,30,35)(H2,29,31,32)/t19-,20-,24-/m0/s1

Standard InChI Key:  DBOIRLRAXAVLDQ-SKPFHBQLSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA4061078

   (3S)-3-[[4-[4-amino-5-(4-phenoxyphenyl)pyrrolo[2,3-d]pyrimidin-7-yl]cyclohexyl]amino]pyrrolidin-2-one

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: 482.59

Molecular Weight (Monoisotopic): 482.2430

AlogP: 4.43

#Rotatable Bonds: 6

Polar Surface Area: 107.09

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.31

CX LogP: 3.39

CX LogD: 1.47

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.38

Np Likeness Score: -0.43

References

1. Yuki H, Kikuzato K, Koda Y, Mikuni J, Tomabechi Y, Kukimoto-Niino M, Tanaka A, Shirai F, Shirouzu M, Koyama H, Honma T..  (2017)  Activity cliff for 7-substituted pyrrolo-pyrimidine inhibitors of HCK explained in terms of predicted basicity of the amine nitrogen.,  25  (16): [PMID:28662963] [10.1016/j.bmc.2017.05.053]

Source

Source(1):

• Scientific Literature