(4-(3-Chloro-4-fluorophenylamino)thieno[2,3-d]pyrimidin-6-yl)(5-hydroxy-1H-indol-2-yl)methanone

ID: ALA1928311

Chembl Id: CHEMBL1928311

PubChem CID: 56839588

Max Phase: Preclinical

Molecular Formula: C21H12ClFN4O2S

Molecular Weight: 438.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1cc2cc(O)ccc2[nH]1)c1cc2c(Nc3ccc(F)c(Cl)c3)ncnc2s1

Standard InChI:  InChI=1S/C21H12ClFN4O2S/c22-14-7-11(1-3-15(14)23)26-20-13-8-18(30-21(13)25-9-24-20)19(29)17-6-10-5-12(28)2-4-16(10)27-17/h1-9,27-28H,(H,24,25,26)

Standard InChI Key:  ZWJABXBGZUCAAB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1928311

   [4-(3-chloro-4-fluoroanilino)thieno[2,3-d]pyrimidin-6-yl]-(5-hydroxy-1H-indol-2-yl)methanone

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: 438.87

Molecular Weight (Monoisotopic): 438.0354

AlogP: 5.65

#Rotatable Bonds: 4

Polar Surface Area: 90.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.56

CX Basic pKa: 2.50

CX LogP: 5.38

CX LogD: 5.38

Aromatic Rings: 5

Heavy Atoms: 30

QED Weighted: 0.32

Np Likeness Score: -1.60

References

1. Beckers T, Sellmer A, Eichhorn E, Pongratz H, Schächtele C, Totzke F, Kelter G, Krumbach R, Fiebig HH, Böhmer FD, Mahboobi S..  (2012)  Novel inhibitors of epidermal growth factor receptor: (4-(Arylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)(1H-indol-2-yl)methanones and (1H-indol-2-yl)(4-(phenylamino)thieno[2,3-d]pyrimidin-6-yl)methanones.,  20  (1): [PMID:22169601] [10.1016/j.bmc.2011.11.023]

Source

Source(1):

• Scientific Literature