2-methoxy-N-[3-(4-{3-methyl-4-[1-(tetrahydro-furan-2-carbonyl)-piperidin-4-yloxy]-phenylamino}-quinazolin-6-yl)-prop-2-ynyl]-acetamide

ID: ALA230680

Chembl Id: CHEMBL230680

PubChem CID: 44426262

Max Phase: Preclinical

Molecular Formula: C31H35N5O5

Molecular Weight: 557.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCC(=O)NCC#Cc1ccc2ncnc(Nc3ccc(OC4CCN(C(=O)C5CCCO5)CC4)c(C)c3)c2c1

Standard InChI:  InChI=1S/C31H35N5O5/c1-21-17-23(8-10-27(21)41-24-11-14-36(15-12-24)31(38)28-6-4-16-40-28)35-30-25-18-22(7-9-26(25)33-20-34-30)5-3-13-32-29(37)19-39-2/h7-10,17-18,20,24,28H,4,6,11-16,19H2,1-2H3,(H,32,37)(H,33,34,35)

Standard InChI Key:  LURGJPYZRSEIGY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA230680

   2-methoxy-N-[3-(4-{3-methyl-4-[1-(tetrahydro-furan-2-carbonyl)-piperidin-4-yloxy]-phenylamino}-quinazolin-6-yl)-prop-2-ynyl]-acetamide

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: 557.65

Molecular Weight (Monoisotopic): 557.2638

AlogP: 3.34

#Rotatable Bonds: 8

Polar Surface Area: 114.91

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.12

CX Basic pKa: 4.36

CX LogP: 2.76

CX LogD: 2.76

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.41

Np Likeness Score: -1.21

References

1. Lippa B, Kauffman GS, Arcari J, Kwan T, Chen J, Hungerford W, Bhattacharya S, Zhao X, Williams C, Xiao J, Pustilnik L, Su C, Moyer JD, Ma L, Campbell M, Steyn S..  (2007)  The discovery of highly selective erbB2 (Her2) inhibitors for the treatment of cancer.,  17  (11): [PMID:17398092] [10.1016/j.bmcl.2007.03.046]

Source

Source(1):

• Scientific Literature