(S)-2-(6-(2-methoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-2-phenylethanol

ID: ALA4783569

Chembl Id: CHEMBL4783569

PubChem CID: 117804364

Max Phase: Preclinical

Molecular Formula: C21H20N4O2

Molecular Weight: 360.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1-c1cc2c(N[C@H](CO)c3ccccc3)ncnc2[nH]1

Standard InChI:  InChI=1S/C21H20N4O2/c1-27-19-10-6-5-9-15(19)17-11-16-20(24-17)22-13-23-21(16)25-18(12-26)14-7-3-2-4-8-14/h2-11,13,18,26H,12H2,1H3,(H2,22,23,24,25)/t18-/m1/s1

Standard InChI Key:  HXSDKMUJXCRATG-GOSISDBHSA-N

Alternative Forms

1. Parent:

   

   ALA4783569

   (2S)-2-[[6-(2-methoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]amino]-2-phenylethanol

2. Alternative Forms:

   

   ALA4783569

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 360.42

Molecular Weight (Monoisotopic): 360.1586

AlogP: 3.78

#Rotatable Bonds: 6

Polar Surface Area: 83.06

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.01

CX Basic pKa: 6.37

CX LogP: 3.09

CX LogD: 3.05

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.49

Np Likeness Score: -0.41

References

1. Han J,Henriksen S,Nørsett KG,Sundby E,Hoff BH.  (2016)  Balancing potency, metabolic stability and permeability in pyrrolopyrimidine-based EGFR inhibitors.,  124  [PMID:27614407] [10.1016/j.ejmech.2016.08.068]

Source

Source(1):

• Scientific Literature