4-(4-Acryloylpiperazin-1-yl)-6-chloro-1-(2-isopropylphenyl)-7-(3-hydroxynaphthalen-1-yl)quinazolin-2(1H)-one

ID: ALA4569344

PubChem CID: 135148898

Max Phase: Preclinical

Molecular Formula: C34H31ClN4O3

Molecular Weight: 579.10

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)N1CCN(c2nc(=O)n(-c3ccccc3C(C)C)c3cc(-c4cc(O)cc5ccccc45)c(Cl)cc23)CC1

Standard InChI:  InChI=1S/C34H31ClN4O3/c1-4-32(41)37-13-15-38(16-14-37)33-28-19-29(35)27(26-18-23(40)17-22-9-5-6-11-25(22)26)20-31(28)39(34(42)36-33)30-12-8-7-10-24(30)21(2)3/h4-12,17-21,40H,1,13-16H2,2-3H3

Standard InChI Key:  RFUAPPUJRCCDNG-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4569344

   ---

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: 579.10

Molecular Weight (Monoisotopic): 578.2085

AlogP: 6.52

#Rotatable Bonds: 5

Polar Surface Area: 78.67

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.55

CX Basic pKa: ┄

CX LogP: 6.44

CX LogD: 6.44

Aromatic Rings: 5

Heavy Atoms: 42

QED Weighted: 0.24

Np Likeness Score: -0.47

References

1. Lanman BA, Allen JR, Allen JG, Amegadzie AK, Ashton KS, Booker SK, Chen JJ, Chen N, Frohn MJ, Goodman G, Kopecky DJ, Liu L, Lopez P, Low JD, Ma V, Minatti AE, Nguyen TT, Nishimura N, Pickrell AJ, Reed AB, Shin Y, Siegmund AC, Tamayo NA, Tegley CM, Walton MC, Wang HL, Wurz RP, Xue M, Yang KC, Achanta P, Bartberger MD, Canon J, Hollis LS, McCarter JD, Mohr C, Rex K, Saiki AY, San Miguel T, Volak LP, Wang KH, Whittington DA, Zech SG, Lipford JR, Cee VJ..  (2020)  Discovery of a Covalent Inhibitor of KRASG12C (AMG 510) for the Treatment of Solid Tumors.,  63  (1): [PMID:31820981] [10.1021/acs.jmedchem.9b01180]

Source

Source(1):

• Scientific Literature