(S)-2-(((1r,4S)-4-(4-Amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexyl)amino)-N,N,4-trimethylpentanamide

ID: ALA4103186

PubChem CID: 131632972

Max Phase: Preclinical

Molecular Formula: C32H40N6O2

Molecular Weight: 540.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](N[C@H]1CC[C@H](n2cc(-c3ccc(Oc4ccccc4)cc3)c3c(N)ncnc32)CC1)C(=O)N(C)C

Standard InChI:  InChI=1S/C32H40N6O2/c1-21(2)18-28(32(39)37(3)4)36-23-12-14-24(15-13-23)38-19-27(29-30(33)34-20-35-31(29)38)22-10-16-26(17-11-22)40-25-8-6-5-7-9-25/h5-11,16-17,19-21,23-24,28,36H,12-15,18H2,1-4H3,(H2,33,34,35)/t23-,24-,28-/m0/s1

Standard InChI Key:  KOBNNQXCSZBAFN-QONNDPFASA-N

Molfile:  

     RDKit          2D

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  1  2  2  0
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 13 23  1  0
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  4 30  1  0
 22 31  1  0
 31 32  1  6
 31 33  1  0
 33 34  1  0
 33 35  2  0
 32 36  1  0
 36 37  1  0
 36 38  1  0
 34 39  1  0
 34 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4103186

   ---

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: 540.71

Molecular Weight (Monoisotopic): 540.3213

AlogP: 6.05

#Rotatable Bonds: 9

Polar Surface Area: 98.30

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.59

CX LogP: 5.33

CX LogD: 3.15

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.27

Np Likeness Score: -0.58

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