2-(4-((1r,4r)-4-(4-amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexyl)piperazin-1-yl)ethanol

ID: ALA4095434

PubChem CID: 9806451

Max Phase: Preclinical

Molecular Formula: C30H36N6O2

Molecular Weight: 512.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1c(-c1ccc(Oc3ccccc3)cc1)cn2[C@H]1CC[C@H](N2CCN(CCO)CC2)CC1

Standard InChI:  InChI=1S/C30H36N6O2/c31-29-28-27(22-6-12-26(13-7-22)38-25-4-2-1-3-5-25)20-36(30(28)33-21-32-29)24-10-8-23(9-11-24)35-16-14-34(15-17-35)18-19-37/h1-7,12-13,20-21,23-24,37H,8-11,14-19H2,(H2,31,32,33)/t23-,24-

Standard InChI Key:  SJXGAPIUFWMIOV-RQNOJGIXSA-N

Molfile:  

     RDKit          2D

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   13.7482   -3.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9958   -2.7668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4399   -2.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.1295  -12.4207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6769  -11.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.3816  -13.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0
  2  3  1  0
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  5  4  2  0
  4  1  1  0
  5  6  1  0
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  8  9  2  0
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  9 10  1  0
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 19 20  1  0
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 16  7  1  1
 19 22  1  6
 13 23  1  0
 23 24  1  0
 24 25  2  0
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 26 27  2  0
 27 28  1  0
 28 29  2  0
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  4 30  1  0
 22 31  1  0
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 36 37  1  0
 37 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4095434

   2-[4-[4-[4-Amino-5-(4-phenoxyphenyl)pyrrolo[2,3-d]pyrimidin-7-yl]cyclohexyl]piperazin-1-yl]ethanol

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: 512.66

Molecular Weight (Monoisotopic): 512.2900

AlogP: 4.57

#Rotatable Bonds: 7

Polar Surface Area: 92.67

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.71

CX LogP: 3.93

CX LogD: 2.58

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.37

Np Likeness Score: -0.67

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