(S)-2-((cis-4-(4-amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexyl)amino)-3-(4-hydroxyphenyl)propanoic acid

ID: ALA4214689

Max Phase: Preclinical

Molecular Formula: C33H33N5O4

Molecular Weight: 563.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1c(-c1ccc(Oc3ccccc3)cc1)cn2[C@H]1CC[C@@H](N[C@@H](Cc2ccc(O)cc2)C(=O)O)CC1

Standard InChI:  InChI=1S/C33H33N5O4/c34-31-30-28(22-8-16-27(17-9-22)42-26-4-2-1-3-5-26)19-38(32(30)36-20-35-31)24-12-10-23(11-13-24)37-29(33(40)41)18-21-6-14-25(39)15-7-21/h1-9,14-17,19-20,23-24,29,37,39H,10-13,18H2,(H,40,41)(H2,34,35,36)/t23-,24+,29-/m0/s1

Standard InChI Key:  IVZNWJUHDBLKKT-IRYADYCUSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA4214689

   ---

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: 563.66

Molecular Weight (Monoisotopic): 563.2533

AlogP: 5.95

#Rotatable Bonds: 9

Polar Surface Area: 135.52

Molecular Species: ZWITTERION

HBA: 8

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 0.91

CX Basic pKa: 10.95

CX LogP: 3.25

CX LogD: 3.12

Aromatic Rings: 5

Heavy Atoms: 42

QED Weighted: 0.17

Np Likeness Score: -0.22

References

1. Koda Y, Kikuzato K, Mikuni J, Tanaka A, Yuki H, Honma T, Tomabechi Y, Kukimoto-Niino M, Shirouzu M, Shirai F, Koyama H..  (2017)  Identification of pyrrolo[2,3-d]pyrimidines as potent HCK and FLT3-ITD dual inhibitors.,  27  (22): [PMID:29037944] [10.1016/j.bmcl.2017.10.012]

Source

Source(1):

• Scientific Literature