N*4*-(3-Chloro-phenyl)-N*3*-(4-methoxy-phenyl)-1H-pyrazolo[3,4-d]pyrimidine-3,4-diamine

ID: ALA122411

Chembl Id: CHEMBL122411

PubChem CID: 5327828

Max Phase: Preclinical

Molecular Formula: C18H15ClN6O

Molecular Weight: 366.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Nc2[nH]nc3ncnc(Nc4cccc(Cl)c4)c23)cc1

Standard InChI:  InChI=1S/C18H15ClN6O/c1-26-14-7-5-12(6-8-14)22-18-15-16(20-10-21-17(15)24-25-18)23-13-4-2-3-11(19)9-13/h2-10H,1H3,(H3,20,21,22,23,24,25)

Standard InChI Key:  DVTLAQZTCJXBPC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA122411

   4-(3-chloro-phenylamino)-3-(4-methoxy-phenylamino)-1H-pyrazolo[3,4-d]pyrimidine

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: 366.81

Molecular Weight (Monoisotopic): 366.0996

AlogP: 4.50

#Rotatable Bonds: 5

Polar Surface Area: 87.75

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.71

CX Basic pKa: 0.52

CX LogP: 4.06

CX LogD: 4.06

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.48

Np Likeness Score: -1.42

References

1. Traxler P, Bold G, Frei J, Lang M, Lydon N, Mett H, Buchdunger E, Meyer T, Mueller M, Furet P..  (1997)  Use of a pharmacophore model for the design of EGF-R tyrosine kinase inhibitors: 4-(phenylamino)pyrazolo[3,4-d]pyrimidines.,  40  (22): [PMID:9357527] [10.1021/jm970124v]

Source

Source(1):

• Scientific Literature