7-((1r,4r)-4-(3-methyl-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)cyclohexyl)-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine

ID: ALA4063307

PubChem CID: 118105350

Max Phase: Preclinical

Molecular Formula: C30H32N8O

Molecular Weight: 520.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nnc2n1CCN([C@H]1CC[C@H](n3cc(-c4ccc(Oc5ccccc5)cc4)c4c(N)ncnc43)CC1)C2

Standard InChI:  InChI=1S/C30H32N8O/c1-20-34-35-27-18-36(15-16-37(20)27)22-9-11-23(12-10-22)38-17-26(28-29(31)32-19-33-30(28)38)21-7-13-25(14-8-21)39-24-5-3-2-4-6-24/h2-8,13-14,17,19,22-23H,9-12,15-16,18H2,1H3,(H2,31,32,33)/t22-,23-

Standard InChI Key:  XCUPLDCBIYZDPC-YHBQERECSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4063307

   7-[4-(3-methyl-6,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)cyclohexyl]-5-(4-phenoxyphenyl)pyrrolo[2,3-d]pyrimidin-4-amine

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: 520.64

Molecular Weight (Monoisotopic): 520.2699

AlogP: 5.37

#Rotatable Bonds: 5

Polar Surface Area: 99.91

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.99

CX LogP: 3.67

CX LogD: 3.52

Aromatic Rings: 5

Heavy Atoms: 39

QED Weighted: 0.33

Np Likeness Score: -0.74

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